Hydrochloric Acid → 2,2-Diphenyl-2-(2-propynyl)acetaldehyde

HRID 1657272노트

반응식

HRID 1657272 반응식
[C:1]1([C:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)([CH2:10][C:11]#[CH:12])[C:8]#N)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH2:25].Cl>O1CCCC1>[C:1]1([C:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)([CH2:10][C:11]#[CH:12])[CH:8]=[O:25])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 108234172,2-Diphenylpent-4-ynenitrileHCID 21226445Aluminium lithium hydride

생성물 1

HCID 107997012,2-Diphenyl-2-(2-propynyl)acetaldehyde

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 2,2-diphenyl-2-(2-propynyl)acetonitrile (1.38 g) and lithium aluminum hydride (0.21 g) in tetrahydrofuran (15 ml) was refluxed for 2 hours. The reaction mixture was poured into cold water, acidified with hydrochloric acid and extracted with diethyl ether. The extract was washed with brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel with a mixture of n-hexane and benzene (1:1) as an eluent to give 2,2-diphenyl-2-(2-propynyl)acetaldehyde (0.46 g).

후처리

  1. temperaturewas refluxed for 2 hours
  2. extractionextracted with diethyl ether
  3. washThe extract was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residue was purified by column chromatography on silica gel with a mixture of n-hexane and benzene (1:1) as an eluent

출처 및 근거

ORD 기록
ord-53da709d82214db89488facac587c2c3
출처 데이터셋
uspto-grants-1993_10
특허 번호
US05256824

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