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

HRID 24928

反応式

HRID 24928 の反応式
[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

参加物

6

反応物 3

HCID 5414-NitrobenzaldehydeHCID 5003444Sodium cyanoborohydrideHCID 12308726Azetidine hydrochloride

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ebebe92616344816b517ea4dc75ba6dd
出典データセット
uspto-grants-2005_02
特許番号
US06855710B2

関連ノート

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