Potassium Cyanide → 2-(4-(Methylsulfonyl)phenyl)acetonitrile

HRID 896688노트

반응식

HRID 896688 반응식
[CH3:1][S:2]([C:5]1[CH:12]=[CH:11][C:8]([CH2:9]Cl)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[CH3:13][N:14](P(N(C)C)(N(C)C)=O)C.[C-]#N.[K+]>CN(C=O)C.O.C(OCC)(=O)C>[CH3:1][S:2]([C:5]1[CH:12]=[CH:11][C:8]([CH2:9][C:13]#[N:14])=[CH:7][CH:6]=1)(=[O:4])=[O:3]

참가 물질

7

반응물 3

HCID 9032Potassium CyanideHCID 12679HexamethylphosphoramideHCID 1235301-(Chloromethyl)-4-methanesulfonylbenzene

생성물 1

HCID 27609502-(4-(Methylsulfonyl)phenyl)acetonitrile

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
80 °C

실험 절차

To a solution of 4-methanesulfonylbenzyl chloride (10 g, 49 mmol) in DMF (100 mL) was added HMPA (9.35 mL, 54 mmol) and KCN (3.5 g, 54 mmol). The resulting reaction mixture was stirred 18 h at 80° C., then diluted with water and ethyl acetate. The organic extracts were washed (NaHCO3, brine), dried (MgSO4), filtered and concentrated. Purification by flash chromatography (eluting with hexane/ethyl acetate, 1:1 to 25:75) provided the (4-methanesulfonyl-phenyl)-acetonitrile compound.

후처리

  1. customThe resulting reaction mixture
  2. washThe organic extracts were washed (NaHCO3, brine)
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customPurification
  7. washby flash chromatography (eluting with hexane/ethyl acetate, 1:1 to 25:75)

출처 및 근거

ORD 기록
ord-aa32c99910224dc6b57ac9057e058132
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06919353B2

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