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

HRID 1885462노트

반응식

HRID 1885462 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-c086d78a72a64607b5a770999ce07443
출처 데이터셋
uspto-grants-1992_09
특허 번호
US05144045

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