Sodium Hydroxide → 4-(o-Methylthiobenzoyl)-5-hydroxybenzocyclobutene-1-carboxylic acid

HRID 1248349노트

반응식

HRID 1248349 반응식
C[O:2][C:3]([C:5]1[C:8]2[CH:9]=[C:10]([OH:22])[C:11]([C:13](=[S:21])[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[CH3:20])=[CH:12][C:7]=2[CH:6]=1)=[O:4].[OH-].[Na+]>CCOCC>[CH3:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[C:13]([C:11]1[C:10]([OH:22])=[CH:9][C:8]2[C:5]([C:3]([OH:4])=[O:2])=[CH:6][C:7]=2[CH:12]=1)=[S:21]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 178496939HCID 178496939, 화합물

생성물 1

HCID 1356891364-(o-Methylthiobenzoyl)-5-hydroxybenzocyclobutene-1-carboxylic acid

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

5.71 g of 4-(o-methylthiobenzoyl)-5-hydroxybenzocyclobutene-1-carboxylic acid methyl ester are dissolved in 70 ml of ether; 45 ml of 2N sodium hydroxide solution are added and stirring is carried out for 1 hour at room temperature. The aqueous phase is separated off and the ether phase is extracted by shaking twice with 25 ml of water each time. The aqueous phases are combined, acidified with 2N hydrochloric acid and extracted three times with 50 ml of dichloromethane each time. The extracts are combined, washed with water, dried over magnesium sulphate and concentrated by evaporation. After recrystallisation of the residue from dichloromethane/hexane, 4-(o-methylthiobenzoyl)-5-hydroxybenzocyclobutene-1-carboxylic acid is obtained having a melting point of 177°-178°.

후처리

  1. customThe aqueous phase is separated off
  2. extractionthe ether phase is extracted
  3. stirringby shaking twice with 25 ml of water each time
  4. extractionextracted three times with 50 ml of dichloromethane each time
  5. washwashed with water
  6. dry with materialdried over magnesium sulphate
  7. concentrationconcentrated by evaporation
  8. customAfter recrystallisation of the residue from dichloromethane/hexane

출처 및 근거

ORD 기록
ord-9d464e2b9da94c8d8b852b2863a8843b
출처 데이터셋
uspto-grants-1985_06
특허 번호
US04523030

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