Ammonia → (3-((Tert-butyldimethylsilyloxy)methyl)phenyl)methanol

HRID 505677

반응식

HRID 505677 반응식
[C:1]1([CH2:9][OH:10])[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][OH:8])[CH:2]=1.C(N(CC)CC)C.[C:18]([Si:22]([CH3:25])([CH3:24])Cl)([CH3:21])([CH3:20])[CH3:19].N>ClCCl>[Si:22]([O:8][CH2:7][C:3]1[CH:2]=[C:1]([CH2:9][OH:10])[CH:6]=[CH:5][CH:4]=1)([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:25])[CH3:24]

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 8471TriethylamineHCID 28928tert-Butyldimethylsilyl chlorideHCID 693741,3-Benzenedimethanol

생성물 1

HCID 10658493(3-((Tert-butyldimethylsilyloxy)methyl)phenyl)methanol수율 45.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To 1,3-benzenedimethanol (5.10 g, 36.91 mmol) in dichloromethane (70 ml) was added at 0° C. triethylamine (7.47 g, 73.82 mmol), 4-dimethyl-aminopyridine (451 mg, 3.61 mmol) and t-butyldimethylchlorosilane (5.56 g, 36.91 mmol) successively, and the mixture was stirred for 20 hours at room temperature. Thereto was added a saturated ammonia solution and the mixture was extracted with ethyl acetate and separated by a separating funnel. The organic layer was washed with water and saturated brine, dried over magnesium sulfate and filtered. The solvent was removed in vacuo and the residue was purified by silica gel column chromatography to give the subject compound (4.23 g, 45%).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. customseparated by a separating funnel
  3. washThe organic layer was washed with water and saturated brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customThe solvent was removed in vacuo
  7. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-50fc8bbb3b3b47048f33b51ad57a2c25
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07781479B2

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