4-Amino-1-butanol → 4-(1,2-Benzisoxazol-3-ylamino)-1-butanol

HRID 275744

反応式

HRID 275744 の反応式
Cl[C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][N:3]=1.[NH2:11][CH2:12][CH2:13][CH2:14][CH2:15][OH:16]>C(Cl)Cl.[I-].[K+]>[O:4]1[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:2]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][OH:16])=[N:3]1

参加物

5

反応物 2

HCID 258684-Amino-1-butanolHCID 27797803-Chloro-1,2-benzoxazole

生成物 1

HCID 183789574-(1,2-Benzisoxazol-3-ylamino)-1-butanol収率 93.3%

試薬・触媒・溶媒 2

HCID 4875Potassium Iodide触媒HCID 6344Dichloromethane溶媒

反応条件

温度
80 °C

実験手順

A mixture of 3-chloro-1,2-benzisoxazole (0.08 mol), 4-amino-1-butanol (0.24 mol) and potassium iodide (1 g) was stirred for 4 days at 80° C. The reaction mixture was cooled, dissolved in CH2Cl2 and purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH 95/5). The pure fractions were collected and the solvent was evaporated, yielding 15.4 g (93%)of 4-(1,2-benzisoxazol-3-ylamino)-1-butanol (interm. 7). b) SOCl2 (0.048 mol) was cooled to 0° C. A solution of intermediate 7 (0.048 mol) in CHCl3 (20 ml) was added dropwise and the reaction mixture was stirred overnight at room temperature. The solvent was evaporated. The residue was washed with water. The reaction mixture was extracted with CH2Cl2. The separated organic layer was dried, filtered, and the solvent was evaporated, yielding 10.4 g of N-(4-chlorobutyl)-1,2-benzisoxazol-3-amine (interm. 8).

後処理

  1. temperatureThe reaction mixture was cooled
  2. custompurified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH 95/5)
  3. customThe pure fractions were collected
  4. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-a37a3a890d5242feba69af330434052b
出典データセット
uspto-grants-2002_03
特許番号
US06352999B1

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