Methyl Isocyanate → 1-[1-(4-Bromo-phenyl)ethyl]-3-methyl-urea

HRID 858577

反応式

HRID 858577 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([NH2:10])[CH3:9])=[CH:4][CH:3]=1.[CH3:11][N:12]=[C:13]=[O:14]>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH:10][C:13]([NH:12][CH3:11])=[O:14])[CH3:9])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 12228Methyl IsocyanateHCID 853000(R)-4-bromo-alpha-methylbenzylamine

生成物 1

HCID 471273271-[1-(4-Bromo-phenyl)ethyl]-3-methyl-urea収率 94%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
25 °C

実験手順

To a stirred solution of (R)-(+)-1-(4-bromophenyl)ethylamine (0.5 g, 2.49 mmol) in anhydrous CH2Cl2 was added methyl isocyanate (0.15 mL, 2.49 mmol). The resulting solution was stirred at 25° C. overnight. CH2Cl2 was evaporate and residue partitioned between EtOAC and 1 N HCl. The organic layer was washed with H2O, brine and dried over Na2SO4. The solvent was removed in vacuo and the residue was purified by flash column chromatography (80% EtOAc in hexanes) to provide the desired product (0.60 g, 94%) as a white solid.

後処理

  1. customCH2Cl2 was evaporate
  2. customresidue partitioned between EtOAC and 1 N HCl
  3. washThe organic layer was washed with H2O, brine
  4. dry with materialdried over Na2SO4
  5. customThe solvent was removed in vacuo
  6. customthe residue was purified by flash column chromatography (80% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-2ab5911dda914485bf2df388fee5d0f1
出典データセット
uspto-grants-2006_12
特許番号
US07148226B2

関連ノート

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