Benzenepropanoyl chloride → HCID 19972652, compound

HRID 2259891Notes

Reaction equation

[C:1]1([CH2:7][CH2:8][C:9](Cl)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:12][C:13]1[C:22]([C:23](=[O:26])[CH2:24][CH3:25])=[CH:21][CH:20]=[CH:19][C:14]=1[C:15]([O:17][CH3:18])=[O:16]>>[C:1]1([CH2:7][CH2:8][C:9]([O:12][C:13]2[C:22]([C:23](=[O:26])[CH2:24][CH3:25])=[CH:21][CH:20]=[CH:19][C:14]=2[C:15]([O:17][CH3:18])=[O:16])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Reactant 2

HCID 64801Benzenepropanoyl chloride

HCID 10899812Methyl 2-hydroxy-3-propionylbenzoate

Product 1

HCID 19972652HCID 19972652, compound

Procedure

This compound was prepared in three steps according to the method described for Intermediate XC (first step) and Intermediate LXXX (second and third steps). In the first step, 3-phenylpropionyl chloride was used instead of 2-furancarbonyl chloride and methyl 2-hydroxy-3-propionylbenzoate was used instead of the ethyl homolog, yielding methyl 2-(3-phenylpropionyloxy)-3-propionylbenzoate. This compound was used without purification for the second step. The title compound melted at 107.5°-109° C. after crystallization from ethanol.

Workup

customThis compound was prepared in three steps

Sources & evidence

ORD record: ord-45fccdbc6ec04171906b19e2ed69db56
Source dataset: uspto-grants-1995_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05474994

Reaction notes

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