Hydrochloric Acid → 5-Methyl-2-(phenylsulfanyl)benzoic acid

HRID 435662ノート

反応式

HRID 435662 の反応式
[OH-].[K+].[C:3]1([SH:9])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.I[C:11]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][C:12]=1[C:13]([OH:15])=[O:14].Cl>O.[Cu]>[CH3:20][C:17]1[CH:16]=[C:12]([C:11]([S:9][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)=[CH:19][CH:18]=1)[C:13]([OH:15])=[O:14]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 7969ThiophenolHCID 14797Potassium HydroxideHCID 1429412-Iodo-5-methylbenzoic acid

生成物 1

HCID 125390985-Methyl-2-(phenylsulfanyl)benzoic acid

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 962Water溶媒

実験手順

To a solution of 855 g of potassium hydroxide in 7 litres of water are added, at 50° C under argon, 420 g of thiophenol and the mixture is stirred for 15 minutes. There are then added thereto 22.1 g of copper powder and 1 kg of 2-iodo-5-methyl-benzoic acid and the mixture is heated for 7 hours under reflux. After cooling, the mixture is adjusted to pH 3 with 600 ml of concentrated hydrochloric acid and extracted with methylene chloride, washed with water, dried over sodium sulphate and concentrated to a thick crystal mash. This is filtered under suction, washed with cold ethanol and low-boiling petroleum ether and dried. There is obtained 3-methyl-6-(phenylthio)-benzoic acid of melting point 156°-157° C.

後処理

  1. additionThere are then added
  2. temperatureunder reflux
  3. temperatureAfter cooling
  4. extractionextracted with methylene chloride
  5. washwashed with water
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated to a thick crystal mash
  8. filtrationThis is filtered under suction
  9. washwashed with cold ethanol and low-boiling petroleum ether
  10. customdried

出典と根拠

ORDレコード
ord-f54f07ba2f244678b7a4eb019d63f6a1
出典データセット
uspto-grants-1977_02
特許番号
US04006144

反応ノート

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