Methyl Ethyl Ketone → 4-[4-[2-(1,3-Dioxolan-2-yl)ethyl]phenoxyacetyl]-5-methyl-2-phenyloxazole

HRID 1857529

反応式

HRID 1857529 の反応式
Br[CH2:2][C:3]([C:5]1[N:6]=[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[O:8][C:9]=1[CH3:10])=[O:4].[O:17]1[CH2:21][CH2:20][O:19][CH:18]1[CH2:22][CH2:23][C:24]1[CH:29]=[CH:28][C:27]([OH:30])=[CH:26][CH:25]=1.C(=O)([O-])[O-].[K+].[K+].CC(=O)CC>O>[O:17]1[CH2:21][CH2:20][O:19][CH:18]1[CH2:22][CH2:23][C:24]1[CH:29]=[CH:28][C:27]([O:30][CH2:2][C:3]([C:5]2[N:6]=[C:7]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[O:8][C:9]=2[CH3:10])=[O:4])=[CH:26][CH:25]=1

参加物

6

反応物 4

HCID 6569Methyl Ethyl KetoneHCID 11430Potassium CarbonateHCID 149136502-Bromo-1-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethan-1-oneHCID 185461394-[2-(1,3-Dioxolan-2-yl)ethyl]phenol

生成物 1

HCID 185461704-[4-[2-(1,3-Dioxolan-2-yl)ethyl]phenoxyacetyl]-5-methyl-2-phenyloxazole収率 57%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 4-bromoacetyl-5-methyl-2-phenyloxazole (2.60 g), 4-[2-(1,3-dioxolan-2-yl)ethyl]phenol (1.82 g), potassium carbonate (1.28 g) and 2-butanone (60 ml) was stirred for 20 hours at temperatures ranging from 70 to 80° C. The reaction mixture was poured into water. Resulting crystalline precipitate was collected by filtration, which was purified by means of a silica gel column chromatography. From the fractions eluted with chloroform-methanol (100:1, v/v), 4-[4-[2-(1,3-dioxolan-2-yl)ethyl]phenoxyacetyl]-5-methyl-2-phenyloxazole (2.08g, 57%) was obtained. Recrystallization from dichloromethane-isopropyl ether gave colorless prisms, m.p.119-120° C.

後処理

  1. customranging from 70 to 80° C
  2. filtrationResulting crystalline precipitate was collected by filtration, which
  3. customwas purified by means of a silica gel column chromatography
  4. washFrom the fractions eluted with chloroform-methanol (100:1

出典と根拠

ORDレコード
ord-4885c3dd05b6464c91db41694dd8379d
出典データセット
uspto-grants-2000_11
特許番号
US06147099

関連ノート

読み込み中…