Methanol → 3-(5-Hydroxymethyl-2-methyl-thiazol-4-yl)-benzoic acid methyl ester

HRID 1265631ノート

反応式

HRID 1265631 の反応式
[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[N:11]=[C:12]([CH3:17])[S:13][C:14]=2[CH2:15]Br)[CH:5]=1.CC([O-])=[O:21].[K+].CO>CN(C=O)C>[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[N:11]=[C:12]([CH3:17])[S:13][C:14]=2[CH2:15][OH:21])[CH:5]=1

参加物

5

反応物 3

HCID 887MethanolHCID 517044Potassium AcetateHCID 696886923-(5-Bromomethyl-2-methyl-thiazol-4-yl)-benzoic acid methyl ester

生成物 1

HCID 696880433-(5-Hydroxymethyl-2-methyl-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-2-methyl-thiazol-4-yl)-benzoic acid methyl ester was stirred in DMF (16 mL) together with KOAc (2.35 g) at 20° C. for 20 min. MeOH (32 mL) and naOMe (0.86 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 (1:1) as eluent to give 3-(5-hydroxymethyl-2-methyl-thiazol-4-yl)-benzoic acid methyl ester (2.93 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-e47c8f9d2e404fd99a9e89886f22874e
出典データセット
uspto-grants-2003_04
特許番号
US06544985B2

反応ノート

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