2-(4-Chlorophenyl)-1,3-thiazole-5-carbaldehyde → 1-[2-(4-Chlorophenyl)thiazol-5-yl]ethanol

HRID 2170815ノート

反応式

HRID 2170815 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([CH:13]=[O:14])=[CH:11][N:12]=2)=[CH:4][CH:3]=1.[CH3:15][Mg]Cl>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:9][C:10]([CH:13]([OH:14])[CH3:15])=[CH:11][N:12]=2)=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 450368222-(4-Chlorophenyl)-1,3-thiazole-5-carbaldehydeHCID 178418332HCID 178418332、化合物

生成物 1

HCID 595624751-[2-(4-Chlorophenyl)thiazol-5-yl]ethanol収率 88.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-(4-Chloro-phenyl)-thiazole-5-carbaldehyde (4.95 g, 22.14 mmol) in THF (65 ml) at 0° C. under an atmosphere of nitrogen was added methyl magnesium chloride (3M in THF; 8.11 ml, 24.35 mmol) dropwise over a period of 5 minutes. The reaction was then allowed to warm to room temperature and stirred for a further 2 hours. The reaction was quenched with saturated aqueous ammonium chloride solution (100 ml) and stirred for 5 minutes, before the methanol is removed under reduced pressure. The resulting heterogeneous mixture was then extracted with ethyl acetate (2×100 ml), the combined organics dried over magnesium sulphate and the solvent removed under reduced pressure to give 1-[2-(4-Chloro-phenyl)-thiazol-5-yl]-ethanol (4.71 g).

後処理

  1. customThe reaction was quenched with saturated aqueous ammonium chloride solution (100 ml)
  2. stirringstirred for 5 minutes, before the methanol
  3. customis removed under reduced pressure
  4. extractionThe resulting heterogeneous mixture was then extracted with ethyl acetate (2×100 ml)
  5. dry with materialthe combined organics dried over magnesium sulphate
  6. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-8e375aa1ec0848efa881966e3c6c591d
出典データセット
uspto-grants-2015_06
特許番号
US09051300B2

反応ノート

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