1-Bromohexadecane → 2-[(Hexadecyloxy)methyl]-4-heneicosyn-1-ol

HRID 248152ノート

反応式

HRID 248152 の反応式
[CH2:1]([CH:20]([CH2:23][OH:24])[CH2:21][OH:22])[C:2]#[C: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][CH2:16][CH2:17][CH2:18][CH3:19].[H-].[Na+].[CH2:27](Br)[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42]>CN(C)C=O>[CH2:42]([O:24][CH2:23][CH:20]([CH2:1][C:2]#[C: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][CH2:16][CH2:17][CH2:18][CH3:19])[CH2:21][OH:22])[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH3:27]

参加物

5

反応物 3

HCID 82131-BromohexadecaneHCID 24758Sodium hydrideHCID 197643602-(2-Nonadecynyl)-1,3-propanediol

生成物 1

HCID 197643222-[(Hexadecyloxy)methyl]-4-heneicosyn-1-ol

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

A mixture of 5.0 g of 2-(2-nonadecynyl)-1,3-propanediol, 75 ml of N,N-dimethylformamide, 710 mg of 60% sodium hydride and 5.4 ml of hexadecyl bromide is heated at 70° C. for 2 hours and then evaporated. The residue is purified by flash chromatography with an ethyl acetate:petroleum ether gradient to give 5.8 g of the desired compound as white crystals, mp. 46°-47° C.

後処理

  1. customevaporated
  2. customThe residue is purified by flash chromatography with an ethyl acetate

出典と根拠

ORDレコード
ord-e84628cc3019426fa7d03f5b682bc102
出典データセット
uspto-grants-1993_05
特許番号
US05208223

反応ノート

読み込み中…