Water → HCID 20337234, 화합물

HRID 2051972노트

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HRID 2051972 반응식
Br[CH2:2]/[CH:3]=[CH:4]/[P:5](=[O:12])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8].[CH2:13]([O:15][C:16]([O:18][NH:19][C:20](=[O:24])[O:21][CH2:22][CH3:23])=[O:17])[CH3:14].O>CN(C)C=O.C(OCC)(=O)C.C(Cl)(Cl)Cl>[CH2:22]([O:21][C:20]([N:19]([CH2:2]/[CH:3]=[CH:4]/[P:5](=[O:12])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8])[O:18][C:16]([O:15][CH2:13][CH3:14])=[O:17])=[O:24])[CH3:23]

참가 물질

7

반응물 3

HCID 962WaterHCID 5702525Diethyl [(1E)-3-bromoprop-1-en-1-yl]phosphonateHCID 11446651Ethyl Ethoxycarbonyloxycarbamate

생성물 1

HCID 20337234HCID 20337234, 화합물수율 42.1%

시약·촉매·용매 3

HCID 6212Chloroform용매HCID 6228Dimethylformamide용매2회HCID 8857Ethyl Acetate용매2회

실험 절차

A solution of diethyl 3-bromo-trans-1-propenylphosphonate (23.83 g.) in N,N-dimethylformamide (50 ml.) was added dropwise to a suspension of ethyl N-ethoxycarbonyloxycarbamate (19.94 g.) in N,N-dimethylformamide (100 ml.) at -25°~-30° C. in the course of 20 minutes. The reaction mixture was stirred at -20°--30° C. for an hour and at -5°~-10° C. for an hour. Subsequently, the resultant mixture was poured into a mixture of water (1 liter) and ethyl acetate (0.7 l). The ethyl acetate layer was separated and the aqueous layer was extracted twice with ethyl acetate (300 ml.). The combined ethyl acetate layer was washed with water (300 ml.), dried over magnesium sulfate and concentrated under reduced pressure to give an oily residue (28.89 g.), which was subjected to a column chromatography on silica gel [Developing solvent: a mixture of chloroform and ethyl acetate (4:1)]. The eluate was concentrated under reduced pressure to give oily diethyl 3-(N-ethoxycarbonyl-N-ethoxycarbonyloxyamino)-trans-1-propenylphosphonate (13.80 g.).

후처리

  1. customThe ethyl acetate layer was separated
  2. extractionthe aqueous layer was extracted twice with ethyl acetate (300 ml.)
  3. washThe combined ethyl acetate layer was washed with water (300 ml.)
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customto give an oily residue (28.89 g.), which
  7. concentrationThe eluate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-d34d4b044ffd4c3d805b4f74918124e3
출처 데이터셋
uspto-grants-1980_01
특허 번호
US04182758

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