5-Chloro-1-tetralone

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5-Chloro-1-tetralone manufacturers

  • 5-Chloro-1-tetralone
  • 5-Chloro-1-tetralone pictures
  • $5.50
  • 2020-01-15
  • CAS:26673-30-3
  • Min. Order: 1KG
  • Purity: 98%min
  • Supply Ability: 1kg-100kg
5-Chloro-1-tetralone Basic information
Product Name:5-Chloro-1-tetralone
Synonyms:5-Chloro-3,4-dihydronaphthalen-1(2H);5-Chloro-1-tetralone;5-Chloro-α-Tetralone;5-Chloro-tetral-1-on;1(2H)-Naphthalenone, 5-chloro-3,4-dihydro-;5-CHLORO-1-TETRALONEAMOT0705;5-chlorotetralin-1-one;5-Chloro-3,4-dihydronaphthalene-1 (2H) - one
CAS:26673-30-3
MF:C10H9ClO
MW:180.63
EINECS:
Product Categories:
Mol File:26673-30-3.mol
5-Chloro-1-tetralone Structure
5-Chloro-1-tetralone Chemical Properties
Melting point 65.5-67 °C
Boiling point 306.2±31.0 °C(Predicted)
density 1.248±0.06 g/cm3(Predicted)
storage temp. 2-8°C
Safety Information
HS Code 2914790090
MSDS Information
5-Chloro-1-tetralone Usage And Synthesis
Synthesis
5-AMINO-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE

41823-28-3

5-Chloro-1-tetralone

26673-30-3

The general procedure for the synthesis of 5-chloro-3,4-dihydronaphthalen-1(2H)-one from 5-amino-3,4-dihydro-2H-1-naphthalenone was as follows: 5-amino-3,4-dihydronaphthalen-1(2H)-one (1 g, 6.2 mmol) was dissolved in a mixture of HCl (36%, 2 mL) and EtOH (8 mL) at 0 °C, and NaNO2 was slowly added aqueous solution (0.582 g, 8.4 mmol dissolved in 1 mL of water) and stirred for 15 min. Subsequently, the reaction mixture was added dropwise to a solution of CuCl (0.3 g, 3.1 mmol) in HCl (36%, 10 mL) that was preheated to 95 °C and kept at that temperature for 15 minutes. Upon completion of the reaction, the solution was cooled to room temperature, diluted with water and extracted with EtOAc. The organic phases were combined, washed with saturated NaHCO3 solution, dried over MgSO4, filtered and purified by silica gel column chromatography with 40-50% EtOAc/hexane as eluent. The target product 5-chloro-3,4-dihydronaphthalen-1(2H)-one (0.7 g, 62% yield) was finally obtained. The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 7.53 (dd, J = 7.8, 1.2 Hz, 1H), 7.14 (tt, J = 7.8, 0.7 Hz, 1H), 6.88 (dd, J = 7.8, 1.2 Hz, 1H), 3.70 (s, 2H), 2.69 (t, J = 6.2 Hz, 2H), and 2.66-2.60 (m, 2H), 2.30-2.07 (m, 2H).

References[1] Patent: WO2017/106624, 2017, A1. Location in patent: Paragraph 00141
5-Chloro-1-tetralone Preparation Products And Raw materials
Raw materials5-Amino-3,4-dihydronaphthalen-1(2H)-one-->Copper(I) chloride-->Water-->Hydrochloric acid-->Ethanol-->Sodium nitrite
Preparation Products5-Chloro-1,2,3,4-tetrahydronaphthalen-1-ol
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