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Ethyl 2-phenoxy-5-thiazolecarboxylate → (2-Phenoxy-5-thiazolyl)-methanol

HRID 544430
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인쇄 미리보기

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HRID 544430 반응식
[O:1]([C:8]1[S:9][C:10]([C:13](OCC)=[O:14])=[CH:11][N:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[O:1]([C:8]1[S:9][C:10]([CH2:13][OH:14])=[CH:11][N:12]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 13106142Ethyl 2-phenoxy-5-thiazolecarboxylateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 13106154(2-Phenoxy-5-thiazolyl)-methanol수율 52.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 12 g of the product of Step A in 100 ml of tetrahydrofuran was added dropwise to a mixture of 2.8 g of lithium aluminum hydride in 200 ml of tetrahydrofuran and the mixture was refluxed for 24 hours. Excess hydride was destroyed by addition of ethyl acetate and aqueous 2N hydrochloric acid was added thereto. The mixture was filtered and the aqueous phase was extracted with ether. The combined organic phases were evaporated to dryness to obtain 5.2 g of (2-phenoxy-5-thiazolyl)-methanol.

후처리

  1. temperaturethe mixture was refluxed for 24 hours
  2. customExcess hydride was destroyed by addition of ethyl acetate and aqueous 2N hydrochloric acid
  3. additionwas added
  4. filtrationThe mixture was filtered
  5. extractionthe aqueous phase was extracted with ether
  6. customThe combined organic phases were evaporated to dryness

출처 및 근거

ORD 기록
ord-0514113b99734879827ca93f68766321
출처 데이터셋
uspto-grants-1984_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04450169

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