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Chloroacetonitrile → 1-Cyanomethyl-4-diphenylmethoxypiperidine

HRID 443798
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HRID 443798 반응식
[C:1]1([CH:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[O:8][CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:28][C:29]#[N:30]>CN(C)C=O>[C:29]([CH2:28][N:12]1[CH2:13][CH2:14][CH:9]([O:8][CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:10][CH2:11]1)#[N:30]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7856ChloroacetonitrileHCID 11430Potassium CarbonateHCID 30175844-Benzhydryloxypiperidine

생성물 1

HCID 111203411-Cyanomethyl-4-diphenylmethoxypiperidine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

To the solution of 55.0 g of 4-diphenylmethoxy-piperidine in 250 ml of dimethylformamide, 32.0 g of anhydrous potassium carbonate are added while stirring, followed by the dropwise addition of the solution of 17.2 g of chloroacetonitrile in 25 ml of dimethylformamide and the suspension is stirred overnight at room temperature. It is concentrated, partitioned between water and diethyl ether, the organic phase washed with saturated aqueous sodium chloride, dried and evaporated. The residue is recrystallized from ethanol, to yield the 1-cyanomethyl-4-diphenylmethoxypiperidine melting at 78°-80°.

후처리

  1. stirringthe suspension is stirred overnight at room temperature
  2. concentrationIt is concentrated
  3. custompartitioned between water and diethyl ether
  4. washthe organic phase washed with saturated aqueous sodium chloride
  5. customdried
  6. customevaporated
  7. customThe residue is recrystallized from ethanol

출처 및 근거

ORD 기록
ord-00937f2649e847eeac250a28461a6c71
출처 데이터셋
uspto-grants-1981_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04261990

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