Sodium metaborate → 4-{N-[4-(3-nitrophenyl)-2-butyl]-aminomethyl}-2,2-dimethylchroman

HRID 542897

反応式

HRID 542897 の反応式
[NH2:1][CH:2]([CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[CH:7]=1)[CH3:3].[CH3:15][C:16]1([CH3:28])[CH2:25][CH:24]([CH:26]=O)[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[O:17]1.B([O-])=O.[Na+]>CO>[N+:12]([C:8]1[CH:7]=[C:6]([CH2:5][CH2:4][CH:2]([NH:1][CH2:26][CH:24]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[O:17][C:16]([CH3:15])([CH3:28])[CH2:25]2)[CH3:3])[CH:11]=[CH:10][CH:9]=1)([O-:14])=[O:13]

参加物

5

反応物 3

HCID 145326Sodium metaborateHCID 135370432,2-Dimethyl-3,4-dihydro-2H-1-benzopyran-4-carbaldehydeHCID 135370444-(3-Nitrophenyl)butan-2-amine

生成物 1

HCID 135370454-{N-[4-(3-nitrophenyl)-2-butyl]-aminomethyl}-2,2-dimethylchroman

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

12.1 g (0.1 mol) of 2-amino-4-(3-nitrophenyl)butane are added to 19.0 g (0.1 mol) of 2,2-dimethyl-4-formyl-chroman in 100 ml of methanol at 20° C., with stirring and slight cooling, and the mixture is stirred for 1.5 hours. Thereafter, 4.5 g of sodium boranate are added, and stirring is continued for 1 day, and the mixture is evaporated down and worked up with ethyl acetate/water. The ethyl acetate phase is washed with water, dried and evaporated down. Distillation gives 4-{N-[4-(3-nitrophenyl)-2-butyl]-aminomethyl}-2,2-dimethylchroman. B.p.: 225°-235° C./0.04 mmHg.

後処理

  1. stirringslight cooling, and the mixture is stirred for 1.5 hours
  2. stirringstirring
  3. customthe mixture is evaporated down
  4. washThe ethyl acetate phase is washed with water
  5. customdried
  6. customevaporated down
  7. distillationDistillation

出典と根拠

ORDレコード
ord-551240f347614c54874b79a1bb7ff07d
出典データセット
uspto-grants-1987_04
特許番号
US04659737

関連ノート

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