Water → 2-(2-Cyclohexyl-6-fluoro-4-methoxyphenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole

HRID 586702노트

반응식

HRID 586702 반응식
[CH:1]1([Mg]Cl)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[F:9][C:10]1[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[C:20](F)[C:11]=1[C:12]([NH:14][C:15]([CH3:19])([CH3:18])[CH2:16][OH:17])=O.O.C(OCC)(=O)C>O1CCCC1>[CH:1]1([C:20]2[CH:21]=[C:22]([O:24][CH3:25])[CH:23]=[C:10]([F:9])[C:11]=2[C:12]2[O:17][CH2:16][C:15]([CH3:19])([CH3:18])[N:14]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 223353682,6-Difluoro-N-(2-hydroxy-1,1-dimethylethyl)-4-methoxybenzamideHCID 178478990HCID 178478990, 화합물

생성물 1

HCID 223353022-(2-Cyclohexyl-6-fluoro-4-methoxyphenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Cyclohexylmagnesium chloride (22 mL, 2M in diethyl ether, 44 mmol) was added slowly to an ice-cooled solution of the compound from preparation 2 (9.64 g, 40 mmol) in tetrahydrofuran (100 mL), and the solution then stirred at room temperature for 2 hours. Water (10 mL) was added, the mixture poured into ethyl acetate, and washed with a solution of ethylenediaminetetracetic acid disodium salt (24 g) in water (200 mL), then 1N sodium hydroxide solution (100 mL) and brine. The organic solution was dried (MgSO4) and evaporated under reduced pressure to afford the title compound as a colourless oil, 12.4 g.

후처리

  1. temperaturecooled solution of the compound
  2. washwashed with a solution of ethylenediaminetetracetic acid disodium salt (24 g) in water (200 mL)
  3. dry with materialThe organic solution was dried (MgSO4)
  4. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-839c0d1e64a54bceba7e168f39c7df80
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06936619B2

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