4-Methylbenzoyl Chloride → Methyl 2-(4-methylbenzoyloxy)3-propionylbenzoate

HRID 2259888노트

반응식

HRID 2259888 반응식
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[OH:11][C:12]1[C:21]([C:22](=[O:25])[CH2:23][CH3:24])=[CH:20][CH:19]=[CH:18][C:13]=1[C:14]([O:16][CH3:17])=[O:15]>>[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:11][C:12]2[C:21]([C:22](=[O:25])[CH2:23][CH3:24])=[CH:20][CH:19]=[CH:18][C:13]=2[C:14]([O:16][CH3:17])=[O:15])=[O:7])=[CH:4][CH:3]=1

참가 물질

3

반응물 2

HCID 134054-Methylbenzoyl ChlorideHCID 10899812Methyl 2-hydroxy-3-propionylbenzoate

생성물 1

HCID 19972606Methyl 2-(4-methylbenzoyloxy)3-propionylbenzoate

실험 절차

This compound was prepared in three steps according to the methods described for Intermediate XC (first step) and Intermediate LXXX (second and third steps). In the first step, 4-methylbenzoyl chloride was used instead of 2-furanecarbonyl chloride and methyl 2-hydroxy-3-propionylbenzoate was used instead of ethyl 2-hydroxy-3-propionylbenzoate. The reaction lasted 4 hours at room temperature, yielding methyl 2-(4-methylbenzoyloxy)-3-propionylbenzoate. This compound was used without purification by column chromatography for the second step, that lasted 1.5 hours at 100° C. In the third step, 96% sulfuric acid was used instead of 37% hydrochloric acid. The title compound melted at 174°-175° C. after crystallization from ethanol.

후처리

  1. customThis compound was prepared in three steps

출처 및 근거

ORD 기록
ord-b3c84e6f5cfa4f10a87a6e74448af291
출처 데이터셋
uspto-grants-1995_12
특허 번호
US05474994

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