Benzyl Bromide → 35085-32-6

HRID 893147노트

반응식

HRID 893147 반응식
[H-].[Na+].[CH2:3]([O:5][P:6]([CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])([O:8][CH2:9][CH3:10])=[O:7])[CH3:4].[CH2:17](Br)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[Cl-].[NH4+]>CN(C=O)C>[CH2:9]([O:8][P:6]([CH:11]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]([O:14][CH2:15][CH3:16])=[O:13])([O:5][CH2:3][CH3:4])=[O:7])[CH3:10]

참가 물질

6

반응물 4

HCID 7498Benzyl BromideHCID 13345Triethyl phosphonoacetateHCID 24758Sodium hydrideHCID 25517Ammonium Chloride

생성물 1

HCID 27008935085-32-6수율 40.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

2.1 g of sodium hydride (60% in oil) was suspended in DMF, and 10 g of ethyl diethylphosphonoacetate was dropwise added thereto at -20° C. under argon atmosphere. The mixture was stirred at room temperature for 30 minutes, and then 9.2 g of benzyl bromide was added thereto at 0° C. The mixture was stirred at 50° C. overnight. The reaction solution was poured into a saturated ammonium chloride aqueous solution, and extracted with ethyl acetate. The ethyl acetate layer was washed with a saturated sodium chloride aqueous solution, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane/acetone=6/1) to obtain 5.7 g of ethyl 2-diethylphosphono-3-phenylpropionate as colorless oily substance.

후처리

  1. customat -20° C.
  2. customat 0° C
  3. stirringThe mixture was stirred at 50° C. overnight
  4. extractionextracted with ethyl acetate
  5. washThe ethyl acetate layer was washed with a saturated sodium chloride aqueous solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationThe solvent was distilled off under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (n-hexane/acetone=6/1)

출처 및 근거

ORD 기록
ord-274cd4f5c6574efcac981280d72799d6
출처 데이터셋
uspto-grants-1992_06
특허 번호
US05122523

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