Potassium Carbonate → ((2-chloro-5-(4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)-4-fluorophenyl)methoxy)acetic acid, 1-methylethyl ester

HRID 260969

反応式

HRID 260969 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9]2[C:13]([Cl:14])=[C:12]([C:15]([F:18])([F:17])[F:16])[N:11]([CH3:19])[N:10]=2)=[CH:4][C:3]=1[CH2:20][OH:21].C([O-])([O-])=O.[K+].[K+].Br[CH2:29][C:30]([O:32][CH:33]([CH3:35])[CH3:34])=[O:31]>CS(C)=O.O>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9]2[C:13]([Cl:14])=[C:12]([C:15]([F:16])([F:17])[F:18])[N:11]([CH3:19])[N:10]=2)=[CH:4][C:3]=1[CH2:20][O:21][CH2:29][C:30]([O:32][CH:33]([CH3:35])[CH3:34])=[O:31]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 121593Isopropyl bromoacetateHCID 194367522-chloro-5-(4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)-4-fluoro-benzenemethanol

生成物 1

HCID 56987472((2-chloro-5-(4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)-4-fluorophenyl)methoxy)acetic acid, 1-methylethyl ester収率 41%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

反応条件

温度
45 °C

実験手順

At 25° C., 1.7 g (5.0 mmole) 2-chloro-5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4-fluorobenzenemethanol, 0.8 g (5.5 mmole) K2CO3 and 0.7 mL (5.5 mmole) isopropyl bromoacetate were slurried in 15 mL DMSO. The mixture was stirred overnight at 45° C. The mixture was cooled, diluted with 100 mL cold water and extracted four times with ethyl acetate. The ethyl acetate extracts were washed with brine, dried over anhydrous MgSO4 and stripped in vacuo. The residue was purified chromatographically using 10% ethyl acetate in hexane as the eluent to give 0.9 g (41%) of ((2-chloro-5-(4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)-4-fluorophenyl)methoxy)acetic acid, 1-methylethyl ester as a white solid; mp 55° C.

後処理

  1. customAt 25° C.
  2. temperatureThe mixture was cooled
  3. extractionextracted four times with ethyl acetate
  4. washThe ethyl acetate extracts were washed with brine
  5. dry with materialdried over anhydrous MgSO4
  6. customThe residue was purified chromatographically

出典と根拠

ORDレコード
ord-8425d7da38a64927a7a4fa83811f9386
出典データセット
uspto-grants-1996_06
特許番号
US05530126

関連ノート

読み込み中…