Sodium Hydroxide → alpha-[3-[4-(1,2-Benzisoxazol-3-yl)-1-piperazinyl]propyl]-4-fluorobenzenemethanol

HRID 648203노트

반응식

HRID 648203 반응식
Cl.[O:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[C:4]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][CH2:19][C:20]([C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=3)=[O:21])[CH2:13][CH2:12]2)=[N:3]1.[BH4-].[Na+].[OH-].[Na+]>C(O)C>[O:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[C:4]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][CH2:19][CH:20]([C:22]3[CH:23]=[CH:24][C:25]([F:28])=[CH:26][CH:27]=3)[OH:21])[CH2:13][CH2:12]2)=[N:3]1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 132324894-[4-(1,2-Benzisoxazol-3-yl)-1-piperazinyl]-1-(4-fluorophenyl)-1-butanone hydrochloride

생성물 1

HCID 13232490alpha-[3-[4-(1,2-Benzisoxazol-3-yl)-1-piperazinyl]propyl]-4-fluorobenzenemethanol

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Reduction of 4-[4-(1,2-benzisoxazol-3-yl)-1-piperazinyl]-1-(4-fluorophenyl)-1-butanone hydrochloride (2.0 g., 0.005 mole) with sodium borohydride (0.57 g., 0.015 mole) in 200 ml. of absolute ethanol is carried out according to the procedure of Example 13. Residual material remaining after concentration of the acidified mixture is basified with sodium hydroxide and extracted with chloroform. The combined extracts are dried over magnesium sulfate, concentrated in vacuo and triturated with ether to give 1.2 g. of the free base product. Crystallization of this material from ethanol affords analytically pure α-[3-[4-(1,2-benzisoxazol-3-yl)-1-piperazinyl]propyl]-4-fluorobenzenemethanol, m.p. 142.5°-143.5° C.

후처리

  1. extractionextracted with chloroform
  2. dry with materialThe combined extracts are dried over magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customtriturated with ether
  5. customto give 1.2 g
  6. customCrystallization of this material from ethanol

출처 및 근거

ORD 기록
ord-b8564a00c3614991bb41ca34ed3c82a0
출처 데이터셋
uspto-grants-1983_10
특허 번호
US04411901

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