Benzyl Alcohol → 4-Methoxy-1-(phenylmethoxy)-2-(trifluoromethyl)benzene

HRID 1406368노트

반응식

HRID 1406368 반응식
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].F[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][C:13]=1[C:20]([F:23])([F:22])[F:21]>CN1C(=O)CCC1.O>[CH2:1]([O:8][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][C:13]=1[C:20]([F:21])([F:22])[F:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 244Benzyl AlcoholHCID 24758Sodium hydrideHCID 27747764-Fluoro-3-(trifluoromethyl)anisole

생성물 1

HCID 118585814-Methoxy-1-(phenylmethoxy)-2-(trifluoromethyl)benzene

시약·촉매·용매 2

HCID 962Water용매HCID 13387N-methyl-2-pyrrolidone용매2회

실험 절차

18 g (166.67 mmol) of benzylalcohol was slowly added to a solution of 6.7 g (167.50 mmol) of sodium hydride in 148 mL NMP. The reaction mixture was stirred for 30 min at RT, then a solution of 27 g (139.09 mmol) of 1-fluoro-4-methoxy-2-trifluoromethyl-benzene in 515 mL NMP was added, and this was stirred for 30 min at RT and for 2 h at 100° C. After cooling to RT the mixture was diluted with water and extracted with ethyl acetate, the organic phase was washed with saturated sodium chloride solution, dried on sodium sulphate and evaporated down. The residue was purified by chromatography (silica gel, petroleum ether/ethyl acetate).

후처리

  1. stirringthis was stirred for 30 min at RT and for 2 h at 100° C
  2. temperatureAfter cooling to RT the mixture
  3. extractionextracted with ethyl acetate
  4. washthe organic phase was washed with saturated sodium chloride solution
  5. customdried on sodium sulphate
  6. customevaporated down
  7. customThe residue was purified by chromatography (silica gel, petroleum ether/ethyl acetate)

출처 및 근거

ORD 기록
ord-2e2f01fdf1fb48b7bbc4af1340067b51
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08916589B2

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