Catechol → Ethyl spiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-4'-carboxylate

HRID 1036043노트

반응식

HRID 1036043 반응식
[O:1]=[C:2]1[CH2:7][CH2:6][CH:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:4][CH2:3]1.[C:13]1([C:15](=[CH:17][CH:18]=[CH:19][CH:20]=1)O)[OH:14].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1.C(OCC)C>[C:2]12([O:14][C:13]3[CH:15]=[CH:17][CH:18]=[CH:19][C:20]=3[O:1]1)[CH2:7][CH2:6][CH:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:4][CH2:3]2

참가 물질

6

반응물 3

HCID 289CatecholHCID 317638Ethyl 4-oxocyclohexanecarboxylateHCID 521998p-Toluenesulfonic acid monohydrate

생성물 1

HCID 67126677Ethyl spiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-4'-carboxylate

시약·촉매·용매 2

HCID 1140Toluene용매HCID 3283Diethyl Ether용매

실험 절차

To a solution of ethyl 4-oxocyclohexanecarboxylate (22.75 g) and pyrocatechol (14.75 g) in toluene (200 mL) was added catalytic amount of para-toluenesulfonic acid monohydrate and the mixture was stirred under reflux and a Dean-Stark trap overnight. The mixture was diluted with diethyl ether (600 mL) and washed with aqueous NaHCO3, water and brine. After drying over Na2SO4, the mixture was filtered and the solvent was evaporated under vacuum to provide the title compound.

후처리

  1. temperatureunder reflux
  2. customa Dean-Stark trap overnight
  3. washwashed with aqueous NaHCO3, water and brine
  4. dry with materialAfter drying over Na2SO4
  5. filtrationthe mixture was filtered
  6. customthe solvent was evaporated under vacuum

출처 및 근거

ORD 기록
ord-2553e0c29afc4d3baf5a81deac116071
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546399B2

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