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Potassium Carbonate → Haloxyfop-P

HRID 1248088
ノート
印刷プレビュー

反応式

HRID 1248088 の反応式
S([O:5][C@H:6]([CH3:12])[C:7]([O:9][CH2:10][CH3:11])=[O:8])(C)(=O)=O.[Cl:13][C:14]1[C:15]([O:24][C:25]2[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][CH:26]=2)=[N:16][CH:17]=[C:18]([C:20]([F:23])([F:22])[F:21])[CH:19]=1.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[Cl:13][C:14]1[C:15]([O:24][C:25]2[CH:30]=[CH:29][C:28]([O:31][C@H:6]([CH3:12])[C:7]([OH:9])=[O:8])=[CH:27][CH:26]=2)=[N:16][CH:17]=[C:18]([C:20]([F:23])([F:21])[F:22])[CH:19]=1.[Cl:13][C:14]1[C:15]([O:24][C:25]2[CH:26]=[CH:27][C:28]([O:5][C@H:6]([CH3:12])[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:29][CH:30]=2)=[N:16][CH:17]=[C:18]([C:20]([F:23])([F:21])[F:22])[CH:19]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 2723759Propanoic acid, 2-[(methylsulfonyl)oxy]-, ethyl ester, (R)-HCID 97959974-(3-Chloro-5-(trifluoromethyl)pyridin-2-yl)oxyphenol

生成物 2

HCID 448979Haloxyfop-PHCID 54462333HCID 54462333、化合物

試薬・触媒・溶媒 1

HCID 679
Dimethyl Sulfoxide
溶媒

実験手順

(R)-2-[4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy]propionic acid is prepared as follows: A suspension of ethyl (R)-2-mesyloxypropionate (0.392 g, 2.0 mmol), 4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenol (0.578 g, 2.0 mmol) and potassium carbonate (0.276 g, 2.0 mmo.) in 8 ml of DMSO is heated at 80° for 24 hours. The reaction mixture is cooled and worked up to give ethyl (R)-2-[4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy]propionate. The propionate is hydrolyzed by stirring it (0.80 g, 2.22 mmol) in 10 ml of ethanol with sodium hydroxide (0.10 g, 2.50 mmol) in 1 ml of water overnight. The ethanol is then removed in vacuo from the reaction mixture. The residue is acidified with HCl and extracted with ether. The organic fraction is washed with brine until neutral and dried over sodium sulfate. Solvent is removed to give (R)-2-[4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy]propionic acid.

後処理

  1. temperatureis heated at 80° for 24 hours
  2. temperatureThe reaction mixture is cooled

出典と根拠

ORDレコード
ord-3c74b34a8b8349dab4d2dc62aede4c5b
出典データセット
uspto-grants-1985_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04522647

反応ノート

読み込み中…

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