1,2-Dichloroethane → 6-chloropyridine-2-sulfonic Acid

HRID 1074222

반응식

HRID 1074222 반응식
OC1C=CC(CC(OC)=O)=CC=1.ClCCCl.F[N+:18]1[C:23]([S:24]([O-:27])(=[O:26])=[O:25])=[CH:22][CH:21]=[CH:20][C:19]=1[Cl:28]>O>[Cl:28][C:19]1[CH:20]=[CH:21][CH:22]=[C:23]([S:24]([OH:27])(=[O:26])=[O:25])[N:18]=1

참가 물질

5

반응물 3

HCID 111,2-DichloroethaneHCID 518900Benzeneacetic acid, 4-hydroxy-, methyl esterHCID 14897827N-Fluoro-6-chloropyridinium-2-sulfonate

생성물 1

HCID 27628906-chloropyridine-2-sulfonic Acid

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A 25 ml egg-plant type flask was flushed with argon, and 83.0 mg (0.5 mmol) of methyl 4-hydroxyphenylacetate, 2 ml of dry 1,2-dichloroethane and 105.7 mg (0.5 mmol) of N-fluoro-2-chloropyridinium-6-sulfonate were charged. The flask was immersed in an oil bath of 80° C. and heated for 22 hours. After completion of the reaction, 20 ml of water was added thereto, and the mixture was extracted three times with 20 ml of methylene chloride. 2-Chloropyridine-6-sulfonic acid formed after the reaction was all transferred to the aqueous layer. The organic layer was washed with water and dried over anhydrous magnesium sulfate. Then, the solvent was distilled off under reduced pressure. The residue was purified by thin layer chromatography (eluent: hexane/diethyl ether=2/1) to obtain 49.4 mg (conversion yield: 63%) of methyl 3-fluoro-4-hydroxyphenylacetate, and 11.2 mg of methyl 4-hydroxyphenylacetate was recovered (recovery rate: 14%).

후처리

  1. additionwere charged
  2. customThe flask was immersed in an oil bath of 80° C.
  3. temperatureheated for 22 hours
  4. additionwas added
  5. extractionthe mixture was extracted three times with 20 ml of methylene chloride

출처 및 근거

ORD 기록
ord-894124bae0d84af8ad151063e0e4405c
출처 데이터셋
uspto-grants-1990_11
특허 번호
US04973697

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