Chloroform → HCID 20337222、化合物

HRID 1706181ノート

反応式

HRID 1706181 の反応式
Br[CH2:2]/[CH:3]=[CH:4]/[P:5](=[O:16])([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8].[K].[CH2:18]([O:20][C:21]([O:23][NH:24][C:25](=[O:29])[O:26][CH2:27][CH3:28])=[O:22])[CH3:19].C(Cl)(Cl)Cl>CN(C)C=O.C(OCC)(=O)C>[CH2:27]([O:26][C:25]([N:24]([CH2:2]/[CH:3]=[CH:4]/[P:5](=[O:16])([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8])[O:23][C:21]([O:20][CH2:18][CH3:19])=[O:22])=[O:29])[CH3:28]

参加物

7

反応物 4

HCID 6212ChloroformHCID 5462222PotassiumHCID 9995699HCID 9995699、化合物HCID 11446651Ethyl Ethoxycarbonyloxycarbamate

生成物 1

HCID 20337222HCID 20337222、化合物収率 39.5%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of di-tert-butyl 3-bromo-trans- 1-propenylphosphonate (17.1 g.) in dry N,N-dimethylformamide (55 ml.) was added potassium salt of ethyl N-ethoxycarbonyloxycarbamate (11.03 g.). The reaction mixture was stirred for 10 minutes under ice-cooling and for 1.5 hours at ambient temperature. The reaction mixture was poured into ice water (400 ml.) and then the resultant mixture was extracted three times with ethyl acetate (300 ml., 200 ml. and 100 ml.). The combined ethyl acetate layer was washed three times with water (100 ml.), dried over magnesium sulfate and then concentrated under reduced pressure to give an oily residue (20.23 g.). The residue was subjected to column chromatography on silica gel (200 g.) [developing solvent: a mixture of chloroform and ethyl acetate (4:1)]. The fractions containing the object compound were collected and concentrated under reduced pressure to give an oily di-tert-butyl 3-(N-ethoxycarbonyl-N-ethoxycarbonyloxyamino)-trans-1-propenylphosphonate (8.84 g.).

後処理

  1. extractionthe resultant mixture was extracted three times with ethyl acetate (300 ml., 200 ml. and 100 ml.)
  2. washThe combined ethyl acetate layer was washed three times with water (100 ml.)
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customto give an oily residue (20.23 g.)
  6. additionThe fractions containing the object compound
  7. customwere collected
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-eb60c32b90894d5ba1ae1d5867bb8156
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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