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Water → 1-benzyl-2-(6-methoxy-2-naphthyl)-3-pentyl-1H-indole

HRID 2252958
ノート
印刷プレビュー

反応式

HRID 2252958 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C:13](=O)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH:7]=[CH:6]2.Cl.[CH2:22]([N:29]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)N)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.O>C(O)C.CCCCCCC>[CH2:22]([N:29]1[C:31]2[C:36](=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:14]([CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[C:13]1[C:8]1[CH:7]=[CH:6][C:5]2[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=2)[CH:9]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 962WaterHCID 79785Hydrazine, 1-phenyl-1-(phenylmethyl)-, hydrochloride (1:1)3 回HCID 100617011-(6-Methoxynaphthalen-2-yl)heptan-1-one

生成物 1

HCID 223273361-benzyl-2-(6-methoxy-2-naphthyl)-3-pentyl-1H-indole収率 80%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒3 回
HCID 8900
Heptane
溶媒

反応条件

温度
10 °C

実験手順

Generally, a suspension of equimolar amounts of 1-(6-methoxynaphthalen-2-yl)heptan-1-one and N-benzyl-N-phenylhydrazine hydrochloride (BPH) in ethanol is heated under reflux for five hours. Two portions of 0.1 equivalent of BPH in ethanol are added to the suspension at one hour intervals. Alternatively, the solution of BPH in ethanol is added to reaction mixture continuously. The resulting mixture is refluxed for an hour, diluted with heptane, and treated with water at 45° C. The organic and aqueous phases are separated, and the organic phase is washed with water and cooled to 10° C. to initiate crystallization. Upon cooling to −15° C., 80%-85% of crystalline 1-benzyl-2-(6-methoxy-naphthalen-2-yl)-3-pentyl-1H-indole is obtained.

後処理

  1. temperatureis heated
  2. temperatureunder reflux for five hours
  3. temperatureThe resulting mixture is refluxed for an hour
  4. customThe organic and aqueous phases are separated
  5. washthe organic phase is washed with water
  6. customcrystallization
  7. temperatureUpon cooling to −15° C.

出典と根拠

ORDレコード
ord-1367d705423b450a9cedaa1405666a83
出典データセット
uspto-grants-2008_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07323483B2

反応ノート

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