Acetone Cyanohydrin → HCID 18978014, 화합물

HRID 2392997노트

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HRID 2392997 반응식
C(N(CC)CC)C.[CH3:8][C:9]([CH3:16])([CH3:15])[C:10](=[O:14])[CH2:11][C:12]#[N:13].[Cl:17][C:18]1[CH:26]=[C:25]([S:27][CH3:28])[CH:24]=[CH:23][C:19]=1[C:20](Cl)=[O:21].CC(C)(O)C#N>ClCCl>[Cl:17][C:18]1[CH:26]=[C:25]([S:27][CH3:28])[CH:24]=[CH:23][C:19]=1[C:20](=[O:21])[CH:11]([C:12]#[N:13])[C:10](=[O:14])[C:9]([CH3:16])([CH3:15])[CH3:8]

참가 물질

6

반응물 4

HCID 6406Acetone CyanohydrinHCID 8471TriethylamineHCID 108871Pentanenitrile, 4,4-dimethyl-3-oxo-HCID 189779562-Chloro-4-methylsulphenylbenzoyl chloride

생성물 1

HCID 18978014HCID 18978014, 화합물수율 3.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Triethylamine (1.78 g) was added to a stirred solution of 4,4-dimethyl-3-oxopentanenitrile (2.0 g) in dichloromethane and the mixture was stirred at room temperature for 2 hours. A solution of 2-chloro-4-methylsulphenylbenzoyl chloride (3.02 g) in dichloromethane was added and the mixture stirred at room temperature overnight. Acetone cyanohydrin (1.36 g) was added and the mixture stirred for 4 days, then filtered. The filtrate was washed with hydrochloric acid (2M), water, aqueous sodium bicarbonate solution, water, then dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue purified by column chromatography (hexane, ethyl acetate and acetic acid). The main fraction was washed with aqueous sodium hydroxide (2M), water, dried and evaporated to dryness to give 1-(2-chloro-4-methylsulphenylphenyl)-2-cyano-4,4-dimethylpentan-1,3-dione (COMPOUND 664, 0.16 g) as a white solid, m.p. 97°-99° C.

후처리

  1. stirringthe mixture stirred at room temperature overnight
  2. stirringthe mixture stirred for 4 days
  3. filtrationfiltered
  4. washThe filtrate was washed with hydrochloric acid (2M), water, aqueous sodium bicarbonate solution, water
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customThe filtrate was evaporated to dryness
  8. customthe residue purified by column chromatography (hexane, ethyl acetate and acetic acid)
  9. washThe main fraction was washed with aqueous sodium hydroxide (2M), water
  10. customdried
  11. customevaporated to dryness

출처 및 근거

ORD 기록
ord-7faebabe8e2746b7b38e665e217a8562
출처 데이터셋
uspto-grants-1998_09
특허 번호
US05804532

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