Water → (4-tert-Butylphenyl)acetonitrile

HRID 230089

반응식

HRID 230089 반응식
[C-:1]#[N:2].[Na+].[C:4]([C:8]1[CH:15]=[CH:14][C:11]([CH2:12]Br)=[CH:10][CH:9]=1)([CH3:7])([CH3:6])[CH3:5].O>CS(C)=O.C1OCCOC2C(=CC=CC=2)OCCOCCOC2C(=CC=CC=2)OC1>[C:4]([C:8]1[CH:15]=[CH:14][C:11]([CH2:12][C:1]#[N:2])=[CH:10][CH:9]=1)([CH3:7])([CH3:6])[CH3:5]

참가 물질

6

반응물 3

HCID 962Water2회HCID 8929Sodium CyanideHCID 878361-(Bromomethyl)-4-(1,1-dimethylethyl)benzene

생성물 1

HCID 76784(4-tert-Butylphenyl)acetonitrile수율 31.2%

시약·촉매·용매 2

HCID 26541Dibenzo-18-crown-6촉매HCID 679Dimethyl Sulfoxide용매

실험 절차

0.22 g of dibenzo-18-crown-6-ether and 1.57 g of sodium cyanide were suspended in 20 ml of DMSO, and 5.00 g of 4-tert-butylbenzyl bromide was dropwise added thereto with cooling with water. After having been stirred overnight at room temperature, the resulting mixture was further stirred at 50° C. for 5 hours. After this was left to be at room temperature, water was added thereto and extracted with ether. The organic layer was washed with water, and dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The residual product was purified through silica gel column chromatography to obtain 1.19 g of 4-tert-butylphenylacetonitrile was obtained from the fraction eluted with n-hexane:ethyl acetate=5:1.

후처리

  1. stirringthe resulting mixture was further stirred at 50° C. for 5 hours
  2. waitAfter this was left
  3. customto be at room temperature
  4. extractionextracted with ether
  5. washThe organic layer was washed with water
  6. dry with materialdried over sodium sulfate
  7. distillationthe solvent was distilled off under reduced pressure
  8. customThe residual product was purified through silica gel column chromatography

출처 및 근거

ORD 기록
ord-569f3bc130a64fa293f9f3ff2d40ee52
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07566683B2

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