Potassium Hydroxide → 1-(3-Methoxyphenyl)-3-(3,4-methylenedioxyphenyl)indane-2-carboxylic acid

HRID 863120노트

반응식

HRID 863120 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]([C:18]3[CH:23]=[CH:22][C:21]4[O:24][CH2:25][O:26][C:20]=4[CH:19]=3)[CH:10]2[C:27]([O-:29])=[O:28])[CH:6]=[CH:7][CH:8]=1.[OH-].[K+]>CCO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]([C:18]3[CH:23]=[CH:22][C:21]4[O:24][CH2:25][O:26][C:20]=4[CH:19]=3)[CH:10]2[C:27]([OH:29])=[O:28])[CH:6]=[CH:7][CH:8]=1

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 184276751-(3-Methoxyphenyl)-3-(3,4-methylenedioxyphenyl)indane-2-carboxylate

생성물 1

HCID 159085021-(3-Methoxyphenyl)-3-(3,4-methylenedioxyphenyl)indane-2-carboxylic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of ethyl (1RS, 2RS, 3SR)-1-(3-methoxyphenyl)-3-(3,4-methylenedioxyphenyl)indane-2-carboxylate (43 mg, 0.10 mmol) in EtOH (1 ml) was added 6M KOH (0.10 mL, 0.60 mmol). The resulting mixture was allowed to stir at room temperature overnight, then was partitioned between H2O and Et2O. The aqueous phase was acidified with 3M HCl and extracted several times with EtOAc. The combined EtOAc extracts were washed successively with H2O and saturated aqueous NaCl and dried (MgSO4). The solvent was removed in vacuo to afford an oil, which was crystallized from Et2O/hexanes. The title compound was obtained as a solid; m.p. 131°-133° C.

후처리

  1. customwas partitioned between H2O and Et2O
  2. extractionextracted several times with EtOAc
  3. washThe combined EtOAc extracts were washed successively with H2O and saturated aqueous NaCl
  4. dry with materialdried (MgSO4)
  5. customThe solvent was removed in vacuo
  6. customto afford an oil, which
  7. customwas crystallized from Et2O/hexanes

출처 및 근거

ORD 기록
ord-e3eb4f649734459cab19bc56a0457b0b
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05719183

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