Methyl 3-(bromomethyl)-2-benzofurancarboxylate → Methyl 3-dimethylaminomethylbenzofuran-2-carboxylate

HRID 1455796

反応式

HRID 1455796 の反応式
[CH3:1][O:2][C:3]([C:5]1[O:6][C:7]2[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=2[C:9]=1[CH2:10]Br)=[O:4].[CH3:16][NH:17][CH3:18].C1COCC1>CN(C=O)C.CCOC(C)=O>[CH3:1][O:2][C:3]([C:5]1[O:6][C:7]2[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=2[C:9]=1[CH2:10][N:17]([CH3:18])[CH3:16])=[O:4]

参加物

5

反応物 2

HCID 100838Methyl 3-(bromomethyl)-2-benzofurancarboxylateHCID 22320367Dimethylamine tetrahydrofuran

生成物 1

HCID 59710963Methyl 3-dimethylaminomethylbenzofuran-2-carboxylate収率 56.2%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

3-Bromomethylbenzofuran-2-carboxylic acid methyl ester (269 mg, 1 mmol) was dissolved in anhydrous DMF and added 2M dimethylamine/THF solution (1.5 ml, 3 mmol). After 1-2 h, the reaction was diluted with EtOAc and washed twice with saturated NaHCO3 (aq.) and brine. The organic extract over was dried over Na2SO4 and then concentrated in vacuo. The crude was purified on a silica gel column (5% MeOH in dichloromethane) to give 3-dimethylaminomethylbenzofuran-2-carboxylic acid methyl ester (131 mg).

後処理

  1. washwashed twice with saturated NaHCO3 (aq.) and brine
  2. extractionThe organic extract
  3. dry with materialover was dried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customThe crude was purified on a silica gel column (5% MeOH in dichloromethane)

出典と根拠

ORDレコード
ord-57273995676947c8a2574f136b34ee5a
出典データセット
uspto-grants-2009_01
特許番号
US07482466B2

関連ノート

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