Water → HCID 20337234、化合物

HRID 1706182ノート

反応式

HRID 1706182 の反応式
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]

参加物

7

反応物 3

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

生成物 1

HCID 20337234HCID 20337234、化合物収率 42.1%

試薬・触媒・溶媒 3

HCID 6212Chloroform溶媒HCID 6228Dimethylformamide溶媒2 回HCID 8857Ethyl Acetate溶媒2 回

実験手順

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 int a mixture of water (1 liter) and ethyl acetate (0.7 l). The etheyl 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.).

後処理

  1. customThe etheyl 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

出典と根拠

ORDレコード
ord-893c00ae9a0341e388e393cac5e7e04e
出典データセット
uspto-grants-1980_06
特許番号
US04206156

反応ノート

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