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

HRID 1074222

反応式

HRID 1074222 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 27628906-chloropyridine-2-sulfonic Acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-894124bae0d84af8ad151063e0e4405c
出典データセット
uspto-grants-1990_11
特許番号
US04973697

関連ノート

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