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

HRID 544430
ノート
印刷プレビュー

反応式

HRID 544430 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

HCID 13106154(2-Phenoxy-5-thiazolyl)-methanol収率 52.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0514113b99734879827ca93f68766321
出典データセット
uspto-grants-1984_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04450169

反応ノート

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