Hydrochloric Acid → 5-Cyclopentylidene-2-methylpentan-2-ol

HRID 2185166노트

반응식

HRID 2185166 반응식
[C:1]1(=[CH:6][CH2:7][CH2:8][C:9](=[O:11])[CH3:10])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:12][Mg]Br.Cl>CCOCC>[C:1]1(=[CH:6][CH2:7][CH2:8][C:9]([CH3:12])([OH:11])[CH3:10])[CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 135280135-Cyclopentylidenepentan-2-oneHCID 178418573HCID 178418573, 화합물

생성물 1

HCID 184338645-Cyclopentylidene-2-methylpentan-2-ol수율 76%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매3회

실험 절차

5-Cyclopentylidene-2-pentanone (13.4 g; 88 mmol) in ether (13 ml) was added dropwise during 30 minutes to a 3M solution of methylmagnesium bromide in ether (38 ml; 114 mmol). After addition of more ether (25 ml), the mixture was heated under reflux for 2 hours, then cooled down to room temperature, poured into ice (40 g), acidified with 5N HCl (50 ml) and extracted with MTBE (130 ml). The aqueous phase was separated and extracted with MTBE (2×130 ml). The combined organic phases were washed with saturated NaHCO3 (2×130 ml), water (130 ml), dried over MgSO4 and concentrated in vacuo. Distillation (52° C.-55° C./0.06 torr) yielded 11.24 g (76% yield) of 5-cyclopentylidene-2-methylpentan-2-ol.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. extractionextracted with MTBE (130 ml)
  4. customThe aqueous phase was separated
  5. extractionextracted with MTBE (2×130 ml)
  6. washThe combined organic phases were washed with saturated NaHCO3 (2×130 ml), water (130 ml)
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated in vacuo
  9. distillationDistillation (52° C.-55° C./0.06 torr)

출처 및 근거

ORD 기록
ord-90e857df120340468ffc516172f0fe5e
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06399811B1

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