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Sodium borohydride → 1-(4-Aminobenzoyl)-4-[(4-fluorophenyl)hydroxymethyl]piperidine

HRID 648509
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HRID 648509 반응식
[BH4-].[Na+].[NH2:3][C:4]1[CH:26]=[CH:25][C:7]([C:8]([N:10]2[CH2:15][CH2:14][CH:13]([C:16](=[O:24])[C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=3)[CH2:12][CH2:11]2)=[O:9])=[CH:6][CH:5]=1>CO>[NH2:3][C:4]1[CH:5]=[CH:6][C:7]([C:8]([N:10]2[CH2:11][CH2:12][CH:13]([CH:16]([C:17]3[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=3)[OH:24])[CH2:14][CH2:15]2)=[O:9])=[CH:25][CH:26]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 4311764Sodium borohydride2회HCID 136039661-(4-Aminobenzoyl)-4-(4-fluorobenzoyl)piperidine

생성물 1

HCID 138250431-(4-Aminobenzoyl)-4-[(4-fluorophenyl)hydroxymethyl]piperidine수율 99.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Sodium borohydride (0.058 g) was added to a solution of 1-(4-aminobenzoyl)-4-(4-fluorobenzoyl)piperidine (1.0 g) in methanol (80 ml) and the mixture was stirred at room temperature for 2 hours. Additional sodium borohydride (0.050 g) was added. After being stirred at the same temperature for 1.5 hours, the resultant mixture was concentrated in vacuo. The residue was diluted with water and extracted twice with methylene chloride. The extracts were combined, washed with brine, dried over magnesium sulfate, and concentrated to dryness in vacuo. The powdery residue was washed with diisopropyl ether to give 1-(4-aminobenzoyl)-4-[(4-fluorophenyl)hydroxymethyl]piperidine (1.00 g) as pale yellow powder.

후처리

  1. stirringAfter being stirred at the same temperature for 1.5 hours
  2. concentrationthe resultant mixture was concentrated in vacuo
  3. additionThe residue was diluted with water
  4. extractionextracted twice with methylene chloride
  5. washwashed with brine
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated to dryness in vacuo
  8. washThe powdery residue was washed with diisopropyl ether

출처 및 근거

ORD 기록
ord-a394553276f946d88c4b85415d94a60f
출처 데이터셋
uspto-grants-1988_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04735952

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