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Sodium borohydride → Methyl 2-(1-hydroxyethyl)-5-phenylpentanoate

HRID 1368292
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HRID 1368292 반응식
[C:1]([CH:4]([CH2:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:5]([O:7][CH3:8])=[O:6])(=[O:3])[CH3:2].[BH4-].[Na+]>CO>[OH:3][CH:1]([CH:4]([CH2:9][CH2:10][CH2:11][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[C:5]([O:7][CH3:8])=[O:6])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 11333780Methyl 2-acetyl-5-phenylpentanoate

생성물 1

HCID 18519827Methyl 2-(1-hydroxyethyl)-5-phenylpentanoate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

5.50 g (23.5 mmol) of methyl 2-acetyl-5-phenylpentanoate are introduced into 100 ml of methanol and the mixture is ice-cooled. 0.44 g (11.7 mmol) of sodium borohydride is added in portions and the mixture is stirred for a further 1 h. The solvent is then evacuated from the batch, and the residue is taken up in diethyl ether and washed with 1 N hydrochloric acid. The organic phase is then concentrated again and flash-chromatographed using the eluent petroleum ether/ethyl acetate 10/1.

후처리

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  1. temperaturecooled
  2. customThe solvent is then evacuated from the batch
  3. washwashed with 1 N hydrochloric acid
  4. concentrationThe organic phase is then concentrated again
  5. customflash-chromatographed

출처 및 근거

ORD 기록
ord-2ff033c8156647dc842df3d6c4ba32f2
출처 데이터셋
uspto-grants-2003_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06573263B2

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