4-Nitrobenzaldehyde → 4-(Azetidin-1-yl-methyl)-nitrobenzene

HRID 24928

반응식

HRID 24928 반응식
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl.[NH:13]1[CH2:16][CH2:15][CH2:14]1.C([BH3-])#N.[Na+]>C(O)C.C(OCC)(=O)C>[N:13]1([CH2:8][C:7]2[CH:10]=[CH:11][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[CH2:16][CH2:15][CH2:14]1

참가 물질

6

반응물 3

HCID 5414-NitrobenzaldehydeHCID 5003444Sodium cyanoborohydrideHCID 12308726Azetidine hydrochloride

생성물 1

HCID 225696534-(Azetidin-1-yl-methyl)-nitrobenzene

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

실험 절차

6.2 g (41 mmol) of 4-nitrobenzaldehyde and 3.8 g (40.6 mmol) of azetidine-hydrochloride are dissolved in 120 ml of ethanol. 2.6 g (41 mmol) of sodium cyanoborohydride are added at 0° C. The mixture is slowly heated to ambient temperature and then stirred for 18 hours. Then the solvent is eliminated in vacuo, the residue is taken up in ethyl acetate and washed with water. The solvent is eliminated in vacuo and after chromatography of the residue on silica gel (ethyl acetate/methanol/NH4OH=95:5:0.5) a light brown oil is obtained.

후처리

  1. washwashed with water
  2. customafter chromatography of the residue on silica gel (ethyl acetate/methanol/NH4OH=95:5:0.5) a light brown oil is obtained

출처 및 근거

ORD 기록
ord-ebebe92616344816b517ea4dc75ba6dd
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855710B2

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