Acetylene → 1-Chloro-trans-1-octen-3-one

HRID 225367

반응식

HRID 225367 반응식
[Cl-:1].[Al+3].[Cl-].[Cl-].[CH:5]#[CH:6].[C:7](Cl)(=[O:13])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]>C(Cl)(Cl)(Cl)Cl>[Cl:1]/[CH:5]=[CH:6]/[C:7](=[O:13])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

참가 물질

5

반응물 3

HCID 6326AcetyleneHCID 67340Hexanoyl chlorideHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 110410031-Chloro-trans-1-octen-3-one

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

To a slurry of 233.5 g. (1.75 moles) of aluminum chloride in 390 ml. of carbon tetrachloride, saturated with acetylene and cooled in an ice bath, is added over 20 minutes 201.9 g. (150 moles) of hexanoyl chloride. After the addition is complete, acetylene is bubbled into the mixture is rapidly as it is absorbed and for 1 hour after absorption becomes slow. The mixture is poured onto 1700 g. of ice and 720 ml. of saturated brine. The organic phase is separated and the aqueous phase is washed with ether. The combined organic phase and washings are washed with saturated brine, dried (Na2SO4) and evaporated. The residual oil is combined with 10 g. of hydroquinone and distilled to yield a colorless oil, b.p. 51°-52° C. (0.10 torr.).

후처리

  1. additionis added over 20 minutes 201.9 g
  2. additionAfter the addition
  3. customacetylene is bubbled into the mixture
  4. customis absorbed and for 1 hour
  5. customafter absorption
  6. additionThe mixture is poured onto 1700 g
  7. customThe organic phase is separated
  8. washthe aqueous phase is washed with ether
  9. washThe combined organic phase and washings are washed with saturated brine
  10. dry with materialdried (Na2SO4)
  11. customevaporated
  12. distillationof hydroquinone and distilled
  13. customto yield a colorless oil, b.p. 51°-52° C. (0.10 torr.)

출처 및 근거

ORD 기록
ord-fb7c836d1a0f4c95beebfdf7357e46fb
출처 데이터셋
uspto-grants-1980_11
특허 번호
US04236027

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