Nitrosobenzene → (E)-Ethyl 3-(N-hydroxy-N-phenylcarbamoyl)acrylate

HRID 1099341ノート

反応式

HRID 1099341 の反応式
C1CCN2C(=NCCC2)CC1.[CH:12](/[CH:14]=[CH:15]/[C:16]([O:18][CH2:19][CH3:20])=[O:17])=[O:13].[N:21]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:22]>ClCCl>[OH:22][N:21]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:12](/[CH:14]=[CH:15]/[C:16]([O:18][CH2:19][CH3:20])=[O:17])=[O:13]

参加物

5

反応物 3

HCID 11473NitrosobenzeneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 7019541Ethyl (2E)-4-oxo-2-butenoate

生成物 1

HCID 24938706(E)-Ethyl 3-(N-hydroxy-N-phenylcarbamoyl)acrylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

DBU (7.5 mg, 0.05 mmol) was added under argon to a solution of (E)-ethyl 3-formylacrylate (128 mg, 1 mmol), nitrosobenzene (107 mg, 1 mmol) and catalyst (18.2 mg, 0.05 mmol) in dichloromethane (5 mL). The reaction mixture was stirred at room temperature for 10 min. The solvent was removed under vacuum, and the residue was purified by flash silica gel column chromatography using hexane and ethyl acetate as the eluents.

後処理

  1. customThe solvent was removed under vacuum
  2. customthe residue was purified by flash silica gel column chromatography

出典と根拠

ORDレコード
ord-4f97de6896844f3697e8613ec05bf2be
出典データセット
uspto-grants-2012_03
特許番号
US08143423B2

反応ノート

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