Dichloromethane → 2-[4-(Hexadecyloxy)phenoxy]-N-(2-pyridinylmethyl)acetamide

HRID 1728866ノート

反応式

HRID 1728866 の反応式
[CH2:1]([O:17][C:18]1[CH:28]=[CH:27][C:21]([O:22][CH2:23][C:24](Cl)=[O:25])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].C(Cl)Cl.[NH2:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][N:35]=1.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl.N1C=CC=CC=1>[CH2:1]([O:17][C:18]1[CH:28]=[CH:27][C:21]([O:22][CH2:23][C:24]([NH:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][N:35]=2)=[O:25])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

参加物

7

反応物 4

HCID 6344DichloromethaneHCID 195092-PyridinemethanamineHCID 516892Sodium BicarbonateHCID 104317244-Hexadecyloxyphenoxyacetic chloride

生成物 1

HCID 190153632-[4-(Hexadecyloxy)phenoxy]-N-(2-pyridinylmethyl)acetamide収率 82.3%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6212Chloroform溶媒

反応条件

温度
0 °C

実験手順

To a 0° C. solution of 3.0 g of product from Example 87 is added 50 ml of methylene chloride, 0.829 g of 2-(aminomethyl)pyridine and 2.31 g of pyridine. The reaction is stirred at 0° C. for 3 hours; followed by 20 hours at room temperature. The mixture is poured into chloroform and saturated sodium bicarbonate. The aqueous layer is extracted with chloroform and the combined chloroform layers are washed with saturated sodium chloride, dried and concentrated in vacuo. The residue is purified by column chromatography (silica gel: 75% ethyl acetate/hexane) to give 2.90 g of the desired product as a colorless solid.

後処理

  1. waitfollowed by 20 hours at room temperature
  2. extractionThe aqueous layer is extracted with chloroform
  3. washthe combined chloroform layers are washed with saturated sodium chloride
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customThe residue is purified by column chromatography (silica gel: 75% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-756443f6f89f464ea62c9af5d438774e
出典データセット
uspto-grants-1994_07
特許番号
US05328921

反応ノート

読み込み中…