N-Methyl-N'-(4-oxo-1,2,3,4-tetrahydronaphthalen-1-yl)urea → 1-Methyl-3-(1,2,3,4-tetrahydro-4-hydroxy-1-naphthyl)urea

HRID 372391ノート

反応式

HRID 372391 の反応式
[CH3:1][NH:2][C:3]([NH:5][CH:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9](=[O:16])[CH2:8][CH2:7]1)=[O:4]>O=[Pt]=O.C(O)C>[CH3:1][NH:2][C:3]([NH:5][CH:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]([OH:16])[CH2:8][CH2:7]1)=[O:4]

参加物

4

反応物 1

HCID 20327317N-Methyl-N'-(4-oxo-1,2,3,4-tetrahydronaphthalen-1-yl)urea

生成物 1

HCID 203273191-Methyl-3-(1,2,3,4-tetrahydro-4-hydroxy-1-naphthyl)urea

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 702Ethanol溶媒

実験手順

1-Methyl-3-(1,2,3,4-tetrahydro-4-oxo-1-naphthyl)-urea (3.3 g.) is hydrogenated in the presence of 0.3 g. of PtO2 /0.05 mmole FeCl3 solution in 300 ml. of 95% ethanol using a low-pressure all-glass hydrogenator. After 615 ml. of hydrogen is absorbed, the excess hydrogen is removed by purging the system with nitrogen. The solution is filtered and evaporated to dryness in vacuo to afford 3.4 g. of an oil. The oil is stirred with about 20 ml. of acetone and the formed white solid is collected to afford 1.6 g. of the title compound as a cis/trans mixture, melting point 172°-180° C.

後処理

  1. customof hydrogen is absorbed
  2. customthe excess hydrogen is removed
  3. customby purging the system with nitrogen
  4. filtrationThe solution is filtered
  5. customevaporated to dryness in vacuo
  6. customto afford 3.4 g
  7. customof acetone and the formed white solid is collected
  8. customto afford 1.6 g

出典と根拠

ORDレコード
ord-579d3abe9fc14060aff2e17fd605902b
出典データセット
uspto-grants-1978_05
特許番号
US04091018

反応ノート

読み込み中…