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Sodium borohydride → 1-Benzyl-3-ethyl-4-hydroxypiperidine

HRID 396304
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반응식

HRID 396304 반응식
[BH4-].[Na+].[CH2:3]([N:10]1[CH2:15][CH2:14][C:13](=[O:16])[CH:12]([CH2:17][CH3:18])[CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO>[CH2:3]([N:10]1[CH2:15][CH2:14][CH:13]([OH:16])[CH:12]([CH2:17][CH3:18])[CH2:11]1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 64909601-Benzyl-3-ethylpiperidin-4-one

생성물 1

HCID 230037101-Benzyl-3-ethyl-4-hydroxypiperidine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Sodium borohydride (0.456 g, 12.0 mmole) was added to the stirred solution of 1-benzyl-3-ethyl piperidin-4-one (5.4 g, 24.0 mmole) in methanol (25 ml) at 0-5° C. over a period of 15 min, and stirring was continued for 30 min at ambient temperature. The reaction mixture was concentrated to dryness, triturated with water (25 ml) and extracted with ethyl acetate (2×100 ml). The extract was dried (sodium sulphate) and concentrated to dryness to furnish 1-benzyl-3-ethyl-4-hydroxypiperidine product as oil, which was used as such in the next step. Yield 5.2 g (96%), C14H21NO, m/z 220 (M+1).

후처리

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customtriturated with water (25 ml)
  3. extractionextracted with ethyl acetate (2×100 ml)
  4. dry with materialThe extract was dried (sodium sulphate)
  5. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-0f81e856b6d2401bb89591ea33087e70
출처 데이터셋
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06608078B2

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