Acetic Anhydride → Dimethyl 4-hydroxy-3,5-di-tert-butylbenzylphosphonate

HRID 1681446

반응식

HRID 1681446 반응식
[OH:1][C:2]1[C:11]([C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:10][C:5]([CH2:6]N(C)C)=[CH:4][C:3]=1[C:16]([CH3:19])([CH3:18])[CH3:17].[P:20]([O:25]C)([O:23][CH3:24])[O:21][CH3:22].C(OC(=O)C)(=O)C>>[OH:1][C:2]1[C:11]([C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:10][C:5]([CH2:6][P:20](=[O:25])([O:23][CH3:24])[O:21][CH3:22])=[CH:4][C:3]=1[C:16]([CH3:19])([CH3:18])[CH3:17]

참가 물질

4

반응물 3

HCID 7918Acetic AnhydrideHCID 8472Trimethyl phosphiteHCID 66609Phenol, 4-[(dimethylamino)methyl]-2,6-bis(1,1-dimethylethyl)-

생성물 1

HCID 3314790Dimethyl 4-hydroxy-3,5-di-tert-butylbenzylphosphonate

반응 조건

온도
80 °C

실험 절차

A thermostatically controllable reactor is charged with 263 g (1 mol) of (4-hydroxy-3,5-di-tert-butylbenzyl)dimethylamine und 500 g of petroleum ether 100/140. With stirring and blanketing with inert gas, the reaction mixture is heated to 80° C. and 130 g (1.05 mol) of trimethyl phosphite are run into the clear solution. With cooling, 107 g (1.05 mol) of acetic anhydride are then added dropwise over 2 hours at 80° C., and stirring is continued for 2 hours at 80° C. The solvent is removed by distillation until the temperature is 115° C. The residual reaction solution is cooled to room temperature and stirred with 1 liter of water. The crystallised product is filtered with suction, washed with petroleum ether 100/140 and dried, giving 307 g (93% of theory) of almost colourless dimethyl 4-hydroxy-3,5-di-tert-butylbenzylphosphonate of m.p. 156°-160° C.

후처리

  1. temperatureWith cooling
  2. stirringstirring
  3. customThe solvent is removed by distillation until the temperature
  4. customis 115° C
  5. temperatureThe residual reaction solution is cooled to room temperature
  6. stirringstirred with 1 liter of water
  7. filtrationThe crystallised product is filtered with suction
  8. washwashed with petroleum ether 100/140
  9. customdried

출처 및 근거

ORD 기록
ord-3109bebf2d074e728eb6450d2eb6d02f
출처 데이터셋
uspto-grants-1992_12
특허 번호
US05171873

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