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Methanol → 3-(5-Hydroxymethyl-thiazol-4-yl)-benzoic acid methyl ester

HRID 1265635
ノート
印刷プレビュー

反応式

HRID 1265635 の反応式
[CH3:1][O:2][C:3](=[O:17])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[N:11]=[CH:12][S:13][C:14]=2[CH2:15]Br)[CH:5]=1.CC([O-])=[O:20].[K+].CO.C[O-].[Na+]>CN(C=O)C>[CH3:1][O:2][C:3](=[O:17])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[N:11]=[CH:12][S:13][C:14]=2[CH2:15][OH:20])[CH:5]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 887MethanolHCID 517044Potassium AcetateHCID 10942334Sodium MethoxideHCID 696877023-(5-Bromomethyl-thiazol-4-yl)-benzoic acid methyl ester

生成物 1

HCID 696886433-(5-Hydroxymethyl-thiazol-4-yl)-benzoic acid methyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide
溶媒

実験手順

3-(5-Bromomethyl-thiazol-4-yl)-benzoic acid methyl ester was stirred in DMF (10 mL) together with KOAc (1.52 g) at 20° C. for 30 min. MeOH (20 mL) and NaOMe (0.84 g) were added and stirring was continued at 50° C. for 30 min. The mixture was partitioned between AcOEt and brine and the organic layer was dried and evaporated. The residual oil was chromatographed on silica gel using AcOEt/hexane (1:2) as eluent to give 3-(5-hydroxymethyl-thiazol-4-yl)-benzoic acid methyl ester (1.43 g) as a white solid.

後処理

  1. customThe mixture was partitioned between AcOEt and brine
  2. customthe organic layer was dried
  3. customevaporated
  4. customThe residual oil was chromatographed on silica gel

出典と根拠

ORDレコード
ord-59e4add3a39c41a68be664d6119e8a98
出典データセット
uspto-grants-2003_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06544985B2

反応ノート

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