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Tetrahydrofuran → Ethyl 4-(hydroxymethyl)-1,3-thiazole-2-carboxylate

HRID 2203098
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HRID 2203098 반응식
[CH2:1]([O:3][C:4]([C:6]1[S:7][CH:8]=[C:9]([C:11](O)=[O:12])[N:10]=1)=[O:5])[CH3:2].C1COCC1>CO>[OH:12][CH2:11][C:9]1[N:10]=[C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])[S:7][CH:8]=1
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참가 물질

4

반응물 2

HCID 8028Tetrahydrofuran2회HCID 534878632-(Ethoxycarbonyl)-1,3-thiazole-4-carboxylic acid

생성물 1

HCID 43558808Ethyl 4-(hydroxymethyl)-1,3-thiazole-2-carboxylate수율 51.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of 2-(ethoxycarbonyl)-1,3-thiazole-4-carboxylic acid (2 g), boran-THF complex (1.0 M in THF, 45.2 ml) and THF (50 ml) was heated under reflux overnight. After MeOH (2.0 ml) was added to the mixture at the same temperature, the mixture was concentrated in vacuo to dryness. The residue was purified by NH silica gel column chromatography (hexane/EtOAc) to give the title compound (0.96 g) as a white solid.

후처리

  1. temperatureunder reflux overnight
  2. concentrationthe mixture was concentrated in vacuo to dryness
  3. customThe residue was purified by NH silica gel column chromatography (hexane/EtOAc)

출처 및 근거

ORD 기록
ord-e496314232ef4df18834c018eb66ffb8
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09365540B2

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