Water → 1-(2-Ethyl-butyl)-cyclohexanecarboxylic acid

HRID 656709노트

반응식

HRID 656709 반응식
C([O:3][C:4]([C:6]1([CH2:12][CH:13]([CH2:16][CH3:17])[CH2:14][CH3:15])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5])C.CC([O-])(C)C.[K+].O.OS(O)(=O)=O>C1COCC1>[CH2:16]([CH:13]([CH2:14][CH3:15])[CH2:12][C:6]1([C:4]([OH:5])=[O:3])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1)[CH3:17]

참가 물질

6

반응물 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 23665647Potassium tert-butoxideHCID 445486571-(2-Ethyl-butyl)-cyclohexanecarboxylic acid ethyl ester

생성물 1

HCID 104887511-(2-Ethyl-butyl)-cyclohexanecarboxylic acid수율 99%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
54 °C

실험 절차

1-(2-Ethyl-butyl)-cyclohexanecarboxylic acid ethyl ester (2.0 g, 8.32 mmol) was added dropwise under stirring to a solution of KOtBu (3.735 g, 33.3 mmol) in THF (15 mL) containing a small amount of water (225 mg, 12.5 mmol). The mixture was stirred 20 h at 54° C., cooled to room temperature, slowly poured onto a mixture of ice and 4N H2SO4 and extracted with DCM (2×150 mL) after adjusting to pH 1. The organic phases were washed with diluted aq. NaCl (100 mL), combined, dried over sodium sulfate and concentrated to afford 1.748 g (99%) 1-(2-ethyl-butyl)-cyclohexanecarboxylic acid, purity 95.2% (GC with internal standard).

후처리

  1. temperaturecooled to room temperature
  2. extractionextracted with DCM (2×150 mL)
  3. washThe organic phases were washed with diluted aq. NaCl (100 mL)
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e3e70bedcb2a4ab894ae78d447ed972d
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071803B2

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