Guaiacol → 4-[5-(2-Methoxyphenoxy)pentoxy]benzonitrile

HRID 6070

反応式

HRID 6070 の反応式
[C:1]1([O:8][CH3:9])[C:2](=[CH:4][CH:5]=[CH:6][CH:7]=1)[OH:3].[H-].[Na+].[H][H].I[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([C:25]#[N:26])=[CH:23][CH:22]=1>CN(C=O)C.O>[CH3:9][O:8][C:1]1[CH:7]=[CH:6][CH:5]=[CH:4][C:2]=1[O:3][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]1[CH:22]=[CH:23][C:24]([C:25]#[N:26])=[CH:27][CH:28]=1

参加物

7

反応物 4

HCID 460GuaiacolHCID 24758Sodium hydrideHCID 16202445Benzonitrile, 4-[(5-iodopentyl)oxy]-HCID 178418361HCID 178418361、化合物

生成物 1

HCID 197948854-[5-(2-Methoxyphenoxy)pentoxy]benzonitrile

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

To a solution of 5.1 g (41 mmol) of guaiacol in 41 mL of DMF, cooled in an icebath, is added in portions, 20 g (41 mmole) of sodium hydride (50% dispersion in oil). The reaction is allowed to warm up to room temperature and stirred until no further hydrogen evolution is observed. The solution is then again cooled in an ice-bath and a solution of 13 g (41 mmol) 4-(5-iodopentoxy) benzonitrile in 82 mL DMF added. The reaction is allowed to warm up to room temperature and stirred for 18 h before pouring the mixture into water. The resulting solid is filtered off and dried to give 4-[5-(2-methoxyphenoxy)pentoxy] benzonitrile, m.p. 61°-63° C.

後処理

  1. temperatureThe solution is then again cooled in an ice-bath
  2. temperatureto warm up to room temperature
  3. filtrationThe resulting solid is filtered off
  4. customdried

出典と根拠

ORDレコード
ord-fdd2eb38b67e4d6b8e06115e859cab46
出典データセット
uspto-grants-1993_09
特許番号
US05246965

関連ノート

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