Lithium Hydroxide → (+/-)-trans-2-(4-Chlorophenyl)-4-oxocyclohexanecarboxylic acid

HRID 1743939

반응식

HRID 1743939 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[CH2:13][C:12](=[O:14])[CH2:11][CH2:10][C@H:9]2[C:15]([O:17]C)=[O:16])=[CH:4][CH:3]=1.[OH-].[Li+].Cl.[Cl-].[Na+].O>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C@@H:8]2[CH2:13][C:12](=[O:14])[CH2:11][CH2:10][C@H:9]2[C:15]([OH:17])=[O:16])=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 3939Lithium HydroxideHCID 68516321Methyl trans-2-(4-chlorophenyl)-4-oxocyclohexanecarboxylateHCID 131718760Hydrochloric acid brine

생성물 1

HCID 21017822(+/-)-trans-2-(4-Chlorophenyl)-4-oxocyclohexanecarboxylic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A stirred mixture of methyl trans-2-(4-chlorophenyl)-4-oxocyclohexanecarboxylate (1.05 g, 3.94 mmol) and 1 N lithium hydroxide (5.91 mL, 5.91 mmol) in tetrahydrofuran (5 mL) was heated at reflux for approximately 1 h. After cooling to room temperature, the reaction mixture was poured into 1 N hydrochloric acid/brine (1:1) and extracted three times with methylene chloride. The combined organic extracts were washed with brine, dried (MgSO4) and concentrated in vacuo. The crude title compound was used without further purification in the subsequent reaction.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for approximately 1 h
  3. extractionextracted three times with methylene chloride
  4. washThe combined organic extracts were washed with brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo
  7. customThe crude title compound was used without further purification in the subsequent reaction

출처 및 근거

ORD 기록
ord-2a81883c8cc6425c9b1f364cc91d3167
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07012084B2

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