Dimethylformamide → (2E)-2-Benzylidenebutanedioic Acid

HRID 2415371

반응식

HRID 2415371 반응식
C([C:5]1[CH:15]=[CH:14][C:8](/[CH:9]=[CH:10]/[C:11]([OH:13])=[O:12])=[CH:7][CH:6]=1)(OC)=O.[C:16](Cl)(=[O:20])[C:17](Cl)=O.CN(C=[O:26])C>C1COCC1>[C:16]([CH2:17]/[C:10](=[CH:9]\[C:8]1[CH:7]=[CH:6][CH:5]=[CH:15][CH:14]=1)/[C:11]([OH:13])=[O:12])([OH:20])=[O:26]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 1472795(2E)-3-(4-(methoxycarbonyl)phenyl)prop-2-enoic acid

생성물 1

HCID 820629(2E)-2-Benzylidenebutanedioic Acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

A solution of (E)-4-carbomethoxycinnamic acid (5.09 g, 24.7 mmol) was dissolved in dry THF (25 mL) and treated under an argon atmosphere with oxalyl chloride (3.00 mL, 34.4 mmol) and a drop of dry DMF. After heating at 50° C. for 2 hours, the reaction mixture was concentrated in vacuo to yield the acid chloride of (E)-carboxymethyl cinnamic acid as a tan solid.

후처리

  1. concentrationthe reaction mixture was concentrated in vacuo

출처 및 근거

ORD 기록
ord-110ef525cb0e443b9b036957dddc89af
출처 데이터셋
uspto-grants-2004_11
특허 번호
US06818646B2

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