4-Aminophenol → ethyl N-(4-hydroxyphenyl)carbamate

HRID 486885ノート

反応式

HRID 486885 の反応式
[CH:1]1[C:6]([NH2:7])=[CH:5][CH:4]=[C:3]([OH:8])[CH:2]=1.[OH-].[Na+].[CH2:11]([O:13][C:14](Cl)=[O:15])[CH3:12].S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[CH2:11]([O:13][C:14]([NH:7][C:6]1[CH:5]=[CH:4][C:3]([OH:8])=[CH:2][CH:1]=1)=[O:15])[CH3:12]

参加物

6

反応物 4

HCID 4034-AminophenolHCID 10928Ethyl chloroformateHCID 14798Sodium HydroxideHCID 24489Sodium Dithionite

生成物 1

HCID 602288ethyl N-(4-hydroxyphenyl)carbamate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

p-aminophenol 33.36 g (0.3 mole) and 12 g NaOH were dissolved in 120 ml water and cooled to ice salt bath temperature. To the stirring solution, 24 ml ethylchloroformate were slowly added. A white precipitate was found. One gram sodium dithionite was added and mixed. The solid was filtered by suction and washed with cold water (50 ml). Recrystallization from hot water gave a crystalline powder, 48.3 g (89%), MP 120°-123°.

後処理

  1. temperaturecooled to ice salt bath temperature
  2. additionmixed
  3. filtrationThe solid was filtered by suction
  4. washwashed with cold water (50 ml)
  5. customRecrystallization from hot water
  6. customgave a crystalline powder, 48.3 g (89%), MP 120°-123°

出典と根拠

ORDレコード
ord-5f15a18293664558970e03a624f3cec7
出典データセット
uspto-grants-1994_03
特許番号
US05292935

反応ノート

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