4-Chlorobutanal diethyl acetal

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4-Chlorobutanal diethyl acetal Basic information
Product Name:4-Chlorobutanal diethyl acetal
Synonyms:4-CHLORO BUTYRALDEHYDE DIETHYL ACETAL;4-CHLORO BUTANAL DIETHYL ACETAL;4-CHLORO-1,1-DIETHOXY BUTANE;4-CHLOROBUTANAL DIETHYL;4-CHLOROBUTYLRALDEHYDE DIETHYLACETAL;4-CHLOROBUTANAL DIETHYL ACETAL (FOR SUMATRIPTAN AND OTHER TRIPTANS),96.0%;4-CHLOROBUTANAL DIETHYL ACETAL (FOR SUMATRIPTAN AND OTHER TRIPTANS);4-Chloro-1,1-dethoxybutane
CAS:6139-83-9
MF:C8H17ClO2
MW:180.67
EINECS:
Product Categories:Other Products;Aldehyde Labeling Reagents;Miscellaneous Reagents
Mol File:6139-83-9.mol
4-Chlorobutanal diethyl acetal Structure
4-Chlorobutanal diethyl acetal Chemical Properties
Boiling point 208.6°C
density 0.976
refractive index 1.4260-1.4300
Fp 51.1°C
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
form Oil
color Clear Colourless
CAS DataBase Reference6139-83-9(CAS DataBase Reference)
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36/37/39
RIDADR 1993
HS Code 2933.39.9200
HazardClass 3
PackingGroup III
MSDS Information
4-Chlorobutanal diethyl acetal Usage And Synthesis
Chemical PropertiesColourless Liquid
Usesintermediate for Sumatriptan, Rizatriptan, Almotriptan, Zolmitriptan
Uses4-Chlorobutyraldehyde Diethyl Acetal (cas# 6139-83-9) is a compound useful in organic synthesis. It is used in preparation of Fendiline derivatives as KRAS modulators.
Synthesis
Ethanol

64-17-5

1-Buten-1-ol, 4-chloro-, 1-acetate

763101-16-2

4-Chlorobutanal diethyl acetal

6139-83-9

The general procedure for the synthesis of 4-chlorobutanal diethyl acetal from ethanol and the compound (CAS: 763101-16-2) is as follows: preparation of 4-chlorobutanal diethyl acetal: 13.7 g (0.092 mol) of 4-chloro-1-acetoxy-1-butene, 100 ml (1.70 mol) of 95% ethanol, and about 5 g of triethyl orthoformate were mixed (triethyl orthoformate was added to ensure that the reaction proceeds under anhydrous conditions). Subsequently, 1.40 g of Amberlyst 15 catalyst was added and stirred under reflux conditions for 5 hours. Completion of the reaction was confirmed by gas chromatography (GC) analysis. Upon completion of the reaction, it was manipulated and distilled according to conventional methods to give 10.82 g (65% yield) of the product with a boiling point of 45-50 °C (1 mmHg). Nuclear magnetic resonance (NMR) analysis confirmed that the resulting product was pure 4-chlorobutanal diethyl acetal.

References[1] Organic Preparations and Procedures International, 2004, vol. 36, # 5, p. 487 - 490
[2] Patent: US2004/192958, 2004, A1. Location in patent: Page 3-4
4-Chlorobutanal diethyl acetal Preparation Products And Raw materials
Raw materialsEthanol-->1-Buten-1-ol, 4-chloro-, 1-acetate
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