Trimethyl phosphite → Dimethyl octadecyloxycarbonylphosphonate

HRID 2119771노트

반응식

Cl[C:2]([O: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][CH2:19][CH2:20][CH2:21][CH3:22])=[O:3].[P:23]([O:28]C)([O:26][CH3:27])[O:24][CH3:25]>>[CH2:5]([O:4][C:2]([P:23](=[O:28])([O:26][CH3:27])[O:24][CH3:25])=[O:3])[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][CH2:19][CH2:20][CH2:21][CH3:22]

참가 물질

반응물 2

HCID 8472Trimethyl phosphite

HCID 103922Carbonochloridic acid, octadecyl ester

생성물 1

HCID 10740114Dimethyl octadecyloxycarbonylphosphonate

반응 조건

온도: 80 °C

실험 절차

A mixture of octadecyl chloroformate (7.0 g, 21 mmol) and P(OMe)3 (37.2 mL) was stirred at 80° C. for 2 hours and allowed to cool overnight. The white solid of the title compound which formed was collected, washed with hexane, and dried overnight in a vacuum oven; yield 6.0 g. A second crop was obtained from the filtrate upon cooling (2.1 g); total yield 8.1 g (95%); mp 41-42° C. (hexane); IR (KBr): υ 2950-2880, 2830, 1710, 1470, 1375, 1350, 1280, 1220 cm−1; 1H NMR (CDCl3) δ 0.8-1.8 (m, 35H, CH3 (CH2)16), 3.9 (d, 6H, P(OCH3)2), 4.3 (t, 2H, CH2O). Anal. Calcd. for C21H43O5P: C, 62.03; H, 10.68; P, 7.62. Found: C, 62.16; H, 10/71; P, 7.69.

후처리

temperatureto cool overnight

출처 및 근거

ORD 기록: ord-2880d6ff41af46a18f8370f80215b88f
출처 데이터셋: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06686462B2

반응 노트

불러오는 중…