Diethyl chlorophosphate → 2-Tert-butyl-4-methylphenyl diethyl phosphate

HRID 1403990

반응식

HRID 1403990 반응식
[H-].[Na+].[C:3]([C:7]1[CH:12]=[C:11]([CH3:13])[CH:10]=[CH:9][C:8]=1[OH:14])([CH3:6])([CH3:5])[CH3:4].[CH2:15]([O:17][P:18](Cl)(=[O:22])[O:19][CH2:20][CH3:21])[CH3:16]>C1COCC1>[P:18]([O:19][CH2:20][CH3:21])([O:17][CH2:15][CH3:16])([O:14][C:8]1[CH:9]=[CH:10][C:11]([CH3:13])=[CH:12][C:7]=1[C:3]([CH3:6])([CH3:5])[CH3:4])=[O:22]

참가 물질

5

반응물 3

HCID 13139Diethyl chlorophosphateHCID 170042-tert-Butyl-4-methylphenolHCID 24758Sodium hydride

생성물 1

HCID 591293942-Tert-butyl-4-methylphenyl diethyl phosphate수율 100%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

To a suspension of NaH (60% in mineral oil, 8.4 g, 0.21 mol) in THF (200 mL) was added dropwise a solution of 2-tert-butyl-4-methylphenol (33 g, 0.20 mol) in THF (100 mL) at 0° C. The mixture was stirred at 0° C. for 15 min and then phosphorochloridic acid diethyl ester (37 g, 0.2.1 mol) was added dropwise at 0° C. After addition, the mixture was stirred at ambient temperature for 30 min. The reaction was quenched with sat. NH4Cl (300 mL) and then extracted with Et2O (350 mL×2). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, and then evaporated under vacuum to give 2-tert-butyl-4-methylphenyl diethyl phosphate (contaminated with mineral oil) as a colorless oil (60 g, 100%), which was used directly in the next step.

후처리

  1. additionAfter addition
  2. stirringthe mixture was stirred at ambient temperature for 30 min
  3. customThe reaction was quenched with sat. NH4Cl (300 mL)
  4. extractionextracted with Et2O (350 mL×2)
  5. washThe combined organic layers were washed with brine
  6. dry with materialdried over anhydrous Na2SO4
  7. customevaporated under vacuum

출처 및 근거

ORD 기록
ord-e6d6456a30a64792890f6f5ce5c7b308
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08912199B2

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