Hydrochloric Acid → benzyl 4-(1H-indol-3-yl)butanoate

HRID 1974551

反応式

HRID 1974551 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[CH:2]1.C(=O)([O-])[O-].[K+].[K+].[CH2:22](Br)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.Cl>CN(C)C=O>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:14])=[CH:2]1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 7498Benzyl BromideHCID 8617Indole-3-Butyric AcidHCID 11430Potassium Carbonate

生成物 1

HCID 1482096benzyl 4-(1H-indol-3-yl)butanoate収率 94.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 3-indolebutyric acid (25 g) and potassium carbonate (20 g) in dimethylformamide (150 ml) was added benzylbromide (21 g) at room temperature. After stirring for 4 hours, the mixture was poured into ice and diluted hydrochloric acid (300 ml). The organic layer was extracted with ethyl acetate (150 ml), and the extract was washed with water (150 ml×3) and dried over magnesium sulfate. After the solvent was removed in vacuo, the residue was crystallized from n-hexane to give a solid of benzyl 4-(3-indolyl)butyrate (33.9 g).

後処理

  1. extractionThe organic layer was extracted with ethyl acetate (150 ml)
  2. washthe extract was washed with water (150 ml×3)
  3. dry with materialdried over magnesium sulfate
  4. customAfter the solvent was removed in vacuo
  5. customthe residue was crystallized from n-hexane

出典と根拠

ORDレコード
ord-0a00b4a574234698b32465914e367558
出典データセット
uspto-grants-1994_02
特許番号
US05283251

関連ノート

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