Aniline → 1-t-Butoxycarbonyl-3-hydroxy-4-phenylaminopyrrolidine

HRID 2293991

反応式

HRID 2293991 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH:11]2[O:13][CH:10]2[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(O)C>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH:10]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:11]([OH:13])[CH2:12]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

参加物

4

反応物 2

HCID 6115AnilineHCID 10103880tert-Butyl 6-Oxa-3-azabicyclo(3.1.0)hexane-3-carboxylate

生成物 1

HCID 214733471-t-Butoxycarbonyl-3-hydroxy-4-phenylaminopyrrolidine収率 64.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

In 20 ml of ethyl alcohol was dissolved 5 g (0.027 mole) of 1-t-butoxycarbonyl-3-epoxypyrrolidine, and 12.6 g (0.135 mole) of aniline was added thereto. The mixture was refluxed by heating for 20 hours. After the mixture was cooled to room temperature, the solvent was removed under reduced pressure, and the residue was applied to silica gel column chromatography (the eluent used was a mixture of ethyl acetate:toluene=1:4) to obtain 4.85 g of 1-t-butoxycarbonyl-3-hydroxy-4-phenylaminopyrrolidine as yellowish brown crystals.

後処理

  1. additionwas added
  2. temperatureThe mixture was refluxed
  3. temperatureby heating for 20 hours
  4. customthe solvent was removed under reduced pressure
  5. additiona mixture of ethyl acetate

出典と根拠

ORDレコード
ord-cc48a11a0c6f4f92a7fee401fa3e0cd9
出典データセット
uspto-grants-1997_11
特許番号
US05688791

関連ノート

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