4-Methyl-2,3,5,6-tetrafluorobenzyl alcohol → 2,3,5,6-tetrafluoro-4-methylbenzyl (RS)-2-[2-(1,1-dimethylethyl)pyrimidin-5-yl]-3,3-dimethylbutanoate

HRID 1088313

반응식

HRID 1088313 반응식
[CH3:1][C:2]([C:5]1[N:10]=[CH:9][C:8]([CH:11]([C:17]([CH3:20])([CH3:19])[CH3:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:7][N:6]=1)([CH3:4])[CH3:3].[F:21][C:22]1[C:29]([F:30])=C(C)[C:27]([F:32])=[C:26]([F:33])[C:23]=1[CH2:24]O>[Ti].C1(C)C=CC=CC=1>[CH3:4][C:2]([C:5]1[N:6]=[CH:7][C:8]([CH:11]([C:17]([CH3:19])([CH3:18])[CH3:20])[C:12]([O:14][CH2:15][C:16]2[C:29]([F:30])=[C:22]([F:21])[C:23]([CH3:24])=[C:26]([F:33])[C:27]=2[F:32])=[O:13])=[CH:9][N:10]=1)([CH3:1])[CH3:3]

참가 물질

5

반응물 2

HCID 27342094-Methyl-2,3,5,6-tetrafluorobenzyl alcoholHCID 14718703ethyl (RS)-2-[2-(1,1-dimethylethyl)pyrimidin-5-yl]-3,3-dimethylbutanoate

생성물 1

HCID 147188642,3,5,6-tetrafluoro-4-methylbenzyl (RS)-2-[2-(1,1-dimethylethyl)pyrimidin-5-yl]-3,3-dimethylbutanoate수율 46.6%

시약·촉매·용매 2

HCID 23963Titanium촉매HCID 1140Toluene용매

실험 절차

A mixture of ethyl (RS)-2-[2-(1,1-dimethylethyl)pyrimidin-5-yl]-3,3-dimethylbutanoate (0.07 g), 2,3,5,6-tetrafluoro-4-methylbenzyl alcohol (0.1 g), titanium IV ethoxide (catalytic amount) and dry toluene (2 cm3) was heated at the reflux temperature for 10 hours. After cooling, the solvent was evaporated under reduced pressure to leave a brown gum, which was purified by preparative thin layer chromatography on 20 cm×20 cm×0.2 cm silica gel plates, eluting with dichloromethane containing 2% by volume ethyl acetate, to give the title compound (0.05 g) as an oil which solidified on standing.

후처리

  1. temperaturewas heated at the reflux temperature for 10 hours
  2. temperatureAfter cooling
  3. customthe solvent was evaporated under reduced pressure
  4. customto leave a brown gum, which
  5. customwas purified by preparative thin layer chromatography on 20 cm×20 cm×0.2 cm silica gel plates
  6. washeluting with dichloromethane containing 2% by volume ethyl acetate

출처 및 근거

ORD 기록
ord-491d0188b03a433490061091862b5c7e
출처 데이터셋
uspto-grants-1990_10
특허 번호
US04962109

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