Formaldehyde → 3-Cyclohexylprop-2-yn-1-ol

HRID 2069

반응식

HRID 2069 반응식
C([Mg]Br)C.[CH:5]1([C:11]#[CH:12])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.[CH2:13]=[O:14]>CCOCC>[CH:5]1([C:11]#[C:12][CH2:13][OH:14])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1

참가 물질

5

반응물 3

HCID 712Formaldehyde2회HCID 70263EthynylcyclohexaneHCID 178418443HCID 178418443, 화합물

생성물 1

HCID 3166013-Cyclohexylprop-2-yn-1-ol

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

To a solution of ethyl magnesium bromide (prepared from 2.5 g of magnesium turning and 11.3 g of bromoethane) in ether was added dropwise a solution of 10.2 g of cyclohexylacetylene in ether and the reaction mixture was refluxed for 2 hours. The reaction mixture was cooled to ambient temperature and anhydrous formaldehyde (prepared from the thermal decomposition of 50 g of paraformaldehyde for 20 minutes) was bubbled into the mixture. After cooling, the reaction was quenched with saturated ammonium chloride and extracted with ether (2×100 ml). The combined ether extracts were washed with brine, dried over magnesium sulfate and evaporated to yield the product which was distilled under high vacuum at 68°-74° C. to yield 6.4 g as a colorless liquid.

후처리

  1. temperaturethe reaction mixture was refluxed for 2 hours
  2. customwas bubbled into the mixture
  3. temperatureAfter cooling
  4. customthe reaction was quenched with saturated ammonium chloride
  5. extractionextracted with ether (2×100 ml)
  6. washThe combined ether extracts were washed with brine
  7. dry with materialdried over magnesium sulfate
  8. customevaporated
  9. customto yield the product which
  10. distillationwas distilled under high vacuum at 68°-74° C.
  11. customto yield 6.4 g as a colorless liquid

출처 및 근거

ORD 기록
ord-d99b336bab874ba9a769f33bfde68ea1
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05728694

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