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

HRID 586702ノート

反応式

HRID 586702 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-839c0d1e64a54bceba7e168f39c7df80
出典データセット
uspto-grants-2005_08
特許番号
US06936619B2

反応ノート

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