Sodium Cyanide → 2-(3-(2,6-Dimethylbenzyloxy)-2-methylphenyl)acetonitrile

HRID 1958858노트

반응식

HRID 1958858 반응식
[CH3:1][C:2]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:3]=1[CH2:4][O:5][C:6]1[C:7]([CH3:18])=[C:8]([CH:15]=[CH:16][CH:17]=1)[CH2:9][C:10]1NN=N[N:11]=1.[C-]#N.[Na+]>CN(C=O)C.CCOC(C)=O>[CH3:1][C:2]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:3]=1[CH2:4][O:5][C:6]1[C:7]([CH3:18])=[C:8]([CH2:9][C:10]#[N:11])[CH:15]=[CH:16][CH:17]=1

참가 물질

5

반응물 2

HCID 8929Sodium CyanideHCID 178424789HCID 178424789, 화합물

생성물 1

HCID 669591112-(3-(2,6-Dimethylbenzyloxy)-2-methylphenyl)acetonitrile

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

The solution of 1-(bromomethyl)-3-(2,6-dimethylbenzyloxy)-2-methylbenzene (Step D, 4.28 g, 13.41 mmol) and NaCN (0.789 g, 16.10 mmol) in dry DMF (20 ml) was heated at 120° C. for 3 hours then cooled and diluted with EtOAc (50 ml). The organic layer was washed with water (30 ml), brine, dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hex:ethyl acetate 4:1) to give the title compound.

후처리

  1. temperaturethen cooled
  2. washThe organic layer was washed with water (30 ml), brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. custompurified by flash chromatography on a silica gel column (hex:ethyl acetate 4:1)

출처 및 근거

ORD 기록
ord-1bda22fd116c43f9a54b19c7c6366bf0
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08410154B2

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