Water → Di-tert-butyl (chloromethyl) phosphate

HRID 1429718

반응식

HRID 1429718 반응식
[C:1]([O:5][P:6](=[O:13])([OH:12])[O:7][C:8]([CH3:11])([CH3:10])[CH3:9])([CH3:4])([CH3:3])[CH3:2].C([O-])(O)=O.[Na+].O.[CH2:20](Cl)[Cl:21]>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:21][CH2:20][O:13][P:6](=[O:12])([O:7][C:8]([CH3:11])([CH3:10])[CH3:9])[O:5][C:1]([CH3:4])([CH3:2])[CH3:3]

참가 물질

6

반응물 4

HCID 962WaterHCID 6344Dichloromethane2회HCID 429756Phosphoric acid, bis(1,1-dimethylethyl) esterHCID 516892Sodium Bicarbonate

생성물 1

HCID 11701630Di-tert-butyl (chloromethyl) phosphate수율 64%

시약·촉매·용매 1

HCID 94433Tetrabutylammonium hydrogen sulfate촉매

반응 조건

온도
0 °C

실험 절차

A mixture of Phosphoric acid di-tert-butyl ester (1 g, 0.0048 mol), NaHCO3 (0.806 g, 0.0096 mol), tetra butyl ammonium hydrogen sulphate (0.163 g, 0.00048 mol), water (40 ml) and DCM (25 ml) were taken. The mixture was cooled to 0° C. and stirred at that temperature for 20 minutes. Chloromethyl chlorosulphatc, (0.943 g, 0.0057 mol) in DCM (15 ml) was added to it at 0° C. The reaction mixture allowed to warm to room temperature and stirred for 18 hours. The organic layer was separated and aqueous layer was extracted with DCM (30 ml). The organic layer was washed with brine (60 ml) solution and dried over Na2SO4. The organic layer was evaporated to obtain Phosphoric acid di-tert-butyl ester chloromethyl ester as colorless oil (0.79 g, 64%).

후처리

  1. temperatureto warm to room temperature
  2. stirringstirred for 18 hours
  3. customThe organic layer was separated
  4. extractionaqueous layer was extracted with DCM (30 ml)
  5. washThe organic layer was washed with brine (60 ml) solution
  6. dry with materialdried over Na2SO4
  7. customThe organic layer was evaporated

출처 및 근거

ORD 기록
ord-050a6aa85cc04bbba28b851396e56632
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08940751B2

연결된 노트

불러오는 중…