Hydrochloric Acid → (S)-1-(2-methoxy-1-phenylethyl)urea

HRID 590775ノート

反応式

HRID 590775 の反応式
[CH3:1][O:2][CH2:3][C@H:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[NH2:5].[O-:12][C:13]#[N:14].[K+].Cl>O>[CH3:1][O:2][CH2:3][C@@H:4]([NH:5][C:13]([NH2:14])=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 11378442Potassium cyanateHCID 11768756(S)-2-Methoxy-1-phenylethanamine

生成物 1

HCID 89524417(S)-1-(2-methoxy-1-phenylethyl)urea

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
100 °C

実験手順

(S)-2-Methoxy-1-phenylethanamine (5.6 g, 37.0 mmol) and potassium cyanate (8.12 g, 100 mmol) were taken up in HCl (1 N, 40 mL, 40.0 mmol) and water (40 mL). The reaction mixture was heated to 100° C. for 3 h. Room temperature was attained, water was added, and the products extracted into EtOAc (×3) followed by 10% MeOH-DCM (×2). The combined organic extracts were washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. The residue was triturated in Et2O to give (S)-1-(2-methoxy-1-phenylethyl)urea. MS ESI calc'd. for C10H14N2O2 [M+1]+ 195. found 195.

後処理

  1. customRoom temperature
  2. extractionthe products extracted into EtOAc (×3)
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue was triturated in Et2O

出典と根拠

ORDレコード
ord-a12f10fb07d1414fb4d908563aea466d
出典データセット
uspto-grants-2016_01
特許番号
US09233979B2

反応ノート

読み込み中…