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1-Hydroxymethylbenzocyclobutene

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CAS:15100-35-3
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1-Hydroxymethylbenzocyclobutene manufacturers

1-Hydroxymethylbenzocyclobutene Basic information
Product Name:1-Hydroxymethylbenzocyclobutene
Synonyms:1-hydroxymethylbenzocyclobutene;Bicyclo[4.2.0]octa-1,3,5,7-tetraen-7-ylMethanol;1-HMBCB 1-hydroxymethy lbenzocyclobutene;Bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethanol;Bicyclo[4.2.0]octa-1,3,5-triene-7-methanol;Bicyclo[4.2.0]octa-1,3,5-triene-7-m;7-bicyclo[4.2.0]octa-1,3,5-trienylmethanol;7-bicyclo[4.2.0]octa-1(8),2,4,6-tetraenylmethanol
CAS:15100-35-3
MF:C9H10O
MW:134.18
EINECS:
Product Categories:
Mol File:15100-35-3.mol
1-Hydroxymethylbenzocyclobutene Structure
1-Hydroxymethylbenzocyclobutene Chemical Properties
Boiling point 249.4±9.0 °C(Predicted)
density 1.124±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka14.77±0.10(Predicted)
Safety Information
HS Code 2906290090
MSDS Information
1-Hydroxymethylbenzocyclobutene Usage And Synthesis
Synthesis
Bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid, (+)- (9CI)

163222-89-7

1-Hydroxymethylbenzocyclobutene

15100-35-3

Step A: Borane-THF solution (1M, 4 mL, 1.2 equiv) was slowly added dropwise to a solution of bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid (500 mg, 3.38 mmol) in THF (6 mL) at 0 °C. The reaction mixture was gradually warmed to room temperature and stirred overnight. Upon completion of the reaction, the reaction was quenched with water, the organic phase was extracted with EtOAc and dried with anhydrous MgSO4. Purification by silica gel column chromatography (eluent: 5-20% EtOAc/hexane gradient) afforded bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethanol (388 mg, 86% yield).

References[1] Patent: US2016/31875, 2016, A1. Location in patent: Paragraph 0276; 0277
[2] Journal of Medicinal Chemistry, 1965, vol. 8, p. 255 - 257
1-Hydroxymethylbenzocyclobutene Preparation Products And Raw materials
Raw materialsBicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid, (+)- (9CI)-->Borane-tetrahydrofuran complex-->Tetrahydrofuran-->Water
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