Benzhydrylamine → 1-Benzhydrylazetidine-2-carbonitrile

HRID 46452

반응식

HRID 46452 반응식
Br[CH:2]([CH2:5][CH2:6]Br)[C:3]#[N:4].[CH:8]([NH2:21])([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(=O)(O)[O-].[Na+]>C(#N)C>[CH:8]([N:21]1[CH2:6][CH2:5][CH:2]1[C:3]#[N:4])([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

참가 물질

5

반응물 3

HCID 7036BenzhydrylamineHCID 516892Sodium BicarbonateHCID 153091472,4-Dibromobutanenitrile

생성물 1

HCID 197720721-Benzhydrylazetidine-2-carbonitrile

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Reflux for 18 hours, a stirred mixture of 10 g of 2,4-dibromobutyronitrile, 7.35 g of benzhydrylamine, and 7.41 g of sodium bicarbonate in 100 ml of acetonitrile. Filter off the solids and remove the acetonitrile in vacuo. Treat the residue with ether and filter out insoluble solids. Wash the ether solution first with water, then with a solution of 5.40 g of oxalic acid in 200 ml of water, and finally with brine (saturated aqueous NaCl solution). Dry the solution over anhydrous magnesium sulfate and remove solvent in vacuo. Crystallize the solid residue from methylene chloride-hexane to obtain the analytically pure title compound, m.p. 103.5°-105.0° C.

후처리

  1. temperatureReflux for 18 hours
  2. filtrationFilter off the solids
  3. customremove the acetonitrile in vacuo
  4. additionTreat the residue with ether
  5. filtrationfilter out insoluble solids
  6. washWash the ether solution first with water
  7. dry with materialDry the solution over anhydrous magnesium sulfate
  8. customremove solvent in vacuo
  9. customCrystallize the solid residue from methylene chloride-hexane

출처 및 근거

ORD 기록
ord-b5b092996a8b45d7861f0944d68706fa
출처 데이터셋
uspto-grants-1979_11
특허 번호
US04173566

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