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Methanol → 4-[2-Benzyloxy-4-(1,1-dimethylheptyl)phenyl]-2-butanol

HRID 894419
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HRID 894419 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([C:15]([CH3:23])([CH3:22])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH:12]=[CH:11][C:10]=1[CH2:24][CH2:25][C:26](=[O:28])[CH3:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO.[BH4-].[Na+].[Cl-].[Na+]>CCOCC>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([C:15]([CH3:22])([CH3:23])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH:12]=[CH:11][C:10]=1[CH2:24][CH2:25][CH:26]([OH:28])[CH3:27])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 887MethanolHCID 5234Sodium ChlorideHCID 4311764Sodium borohydrideHCID 128821654-[2-Benzyloxy-4-(1,1-dimethylheptyl)phenyl]-2-butanone

생성물 1

HCID 205179964-[2-Benzyloxy-4-(1,1-dimethylheptyl)phenyl]-2-butanol수율 84%

시약·촉매·용매 1

HCID 3283
Diethyl Ether
용매

실험 절차

To a -15° C. solution of 0.5 g. (1.31 mmols.) of 4-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-2-butanone (the product of Example 1) in 5 ml. of methanol is added 50 mg. (1.31 mmols.) of sodium borohydride. The reaction mixture is stirred for 30 minutes and is then added to 100 ml. of saturated sodium chloride-150 ml. ether. The ether extract is washed once with 100 ml. of saturated sodium chloride, dried over magnesium sulfate and evaporated to an oil. The oil is purified via column chromatography on 100 g. of silica gel eluted with 1:1 ether:cyclohexane to yield 419 mg. (84%) of the title compound as an oil.

후처리

  1. customTo a -15° C.
  2. additionis then added to 100 ml
  3. extractionThe ether extract
  4. washis washed once with 100 ml
  5. dry with materialof saturated sodium chloride, dried over magnesium sulfate
  6. customevaporated to an oil
  7. customThe oil is purified via column chromatography on 100 g
  8. washof silica gel eluted with 1:1 ether
  9. customcyclohexane to yield 419 mg

출처 및 근거

ORD 기록
ord-e8a4ffd9918740c59ad908801c3717b6
출처 데이터셋
uspto-grants-1981_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04283569

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