Sulfuric Acid → Ethanone, 1-(3,5-bis(phenylmethoxy)phenyl)-

HRID 596555노트

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HRID 596555 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]=[C:16]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:17]=1)[C:12](Cl)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:26]([O-])(=O)CC([O-])=O.C(C(CC)(O[Mg+2])C)C.S(=O)(=O)(O)O>C1C=CC=CC=1>[CH3:26][C:12]([C:11]1[CH:10]=[C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:17]=[C:16]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:15]=1)=[O:13]

참가 물질

4

반응물 2

HCID 1118Sulfuric AcidHCID 108318693,5-Bis(benzyloxy)benzoyl chloride

생성물 1

HCID 120098Ethanone, 1-(3,5-bis(phenylmethoxy)phenyl)-

시약·촉매·용매 1

HCID 241Benzene용매2회

반응 조건

온도
130 °C

실험 절차

70 g of 3,5-dibenzyloxy-benzoyl-chloride in dry benzene were slowly added to a solution of diethyl ethoxy-magnesium-malonate prepared in known manner. The reaction mixture was refluxed overnight, and after cooling 300 ml of benzene and 200 ml of 5-N sulphuric acid were added to hydrolyze the mixture. The benzene phase was washed three times with water and dried with magnesium sulphate. The benzene was evaporated and the excess of diethyl malonate distilled off under reduced pressure. To the residue 400 ml of dioxane, 80 ml of water and 40 ml of conc. hydrochloric acid were added. The reaction mixture was heated for 24 hours on an oil bath at 130° C. After evaporation a brown oil remained, which crystallized on standing. Recrystallized from ethanol: M.p. 60°-61° C.

후처리

  1. customprepared in known manner
  2. temperatureThe reaction mixture was refluxed overnight
  3. additionwere added to hydrolyze the mixture
  4. washThe benzene phase was washed three times with water
  5. dry with materialdried with magnesium sulphate
  6. customThe benzene was evaporated
  7. distillationthe excess of diethyl malonate distilled off under reduced pressure
  8. additionTo the residue 400 ml of dioxane, 80 ml of water and 40 ml of conc. hydrochloric acid were added
  9. customAfter evaporation a brown oil
  10. customwhich crystallized
  11. customRecrystallized from ethanol

출처 및 근거

ORD 기록
ord-3f16a8b7f6864fea8e9b0d8ea8bb414f
출처 데이터셋
uspto-grants-1977_03
특허 번호
US04011258

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