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Potassium Carbonate → Haloxyfop-P

HRID 1248088
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HRID 1248088 반응식
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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

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

생성물 2

HCID 448979Haloxyfop-PHCID 54462333HCID 54462333, 화합물

시약·촉매·용매 1

HCID 679
Dimethyl Sulfoxide
용매

실험 절차

(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.

후처리

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

출처 및 근거

ORD 기록
ord-3c74b34a8b8349dab4d2dc62aede4c5b
출처 데이터셋
uspto-grants-1985_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04522647

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