Sodium Iodide → Benzoic acid, 2-[(4-chlorophenyl)thio]-

HRID 839295

反応式

HRID 839295 の反応式
Cl[C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[I-].[Na+].[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([SH:20])=[CH:16][CH:15]=1.[OH-].[Na+]>O>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([S:20][C:2]2[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=2[C:4]([OH:6])=[O:5])=[CH:16][CH:15]=1

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 7815p-ChlorothiophenolHCID 83742-Chlorobenzoic AcidHCID 14798Sodium Hydroxide

生成物 1

HCID 80942Benzoic acid, 2-[(4-chlorophenyl)thio]-

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a well stirred mixture of 15.7 g. (0.1 mole) of 2-chlorobenzoic acid and 15.0 g. (0.1 mole) of sodium iodide in 250 ml. of 4-chlorothiophenol was rapidly added a solution of 16 g. (0.4 mole) of sodium hydroxide dissolved in 16 ml. of water. The reaction mixture was heated and concentrated under reduced pressure to an internal temperature of about 145° C. to remove the water and some excess 4-chlorothiophenol. The residue was then stirred at 170° C. for about 7 hours, cooled and diluted with 250 ml. of water. The solution was acidified with dilute hydrochloric acid and extracted with ethyl acetate. The ethyl acetate extractions were washed with water, dried with magnesium sulfate and concentrated under reduced pressure. The residue was recrystallized from a benzene-hexane mixture to give 2-(4'-chlorothiophenoxy)benzoic acid having a melting point of 239°-240° C.

後処理

  1. additionmixture of 15.7 g
  2. temperatureThe reaction mixture was heated
  3. concentrationconcentrated under reduced pressure to an internal temperature of about 145° C.
  4. customto remove the water
  5. stirringThe residue was then stirred at 170° C. for about 7 hours
  6. temperaturecooled
  7. additiondiluted with 250 ml
  8. extractionextracted with ethyl acetate
  9. extractionThe ethyl acetate extractions
  10. washwere washed with water
  11. dry with materialdried with magnesium sulfate
  12. concentrationconcentrated under reduced pressure
  13. customThe residue was recrystallized from a benzene-hexane mixture

出典と根拠

ORDレコード
ord-15d4c09e99044236b30981b8cc34ed3d
出典データセット
uspto-grants-1978_06
特許番号
US04094900

関連ノート

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