Triethylamine → N-(4-nitrophenoxycarbonyl)isopropoxylamine

HRID 1711150ノート

反応式

HRID 1711150 の反応式
[CH:1]([O:4][NH2:5])([CH3:3])[CH3:2].CCN(CC)CC.Cl[C:14]([O:16][C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][CH:18]=1)=[O:15]>C(Cl)Cl.[Cl-].[Na+].O>[N+:23]([C:20]1[CH:21]=[CH:22][C:17]([O:16][C:14]([NH:5][O:4][CH:1]([CH3:3])[CH3:2])=[O:15])=[CH:18][CH:19]=1)([O-:25])=[O:24]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 821294-Nitrophenyl chloroformateHCID 2768923Hydroxylamine, O-(1-methylethyl)-

生成物 1

HCID 86629518N-(4-nitrophenoxycarbonyl)isopropoxylamine収率 56.7%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 57417360Sodium chloride; water溶媒

実験手順

To as solution of the crude O-isopropyl-hydroxylamine (200 mg) from above in CH2Cl2 (5 ml) was added Et3N (0.30 ml, 2.16 mmol) and 4-nitrophenyl chloroformate (430 mg, 2.13 mmol) and the mixture stirred at room temperature for 30 min. before diluting with CH2Cl2 (20 ml) and brine (15 ml). The aqueous layer was extracted with CH2Cl2 (1×15 ml) and the combined organic extracts dried (Na2SO4), concentrated and purified by column chromatography on silica gel (Hexanes/EtOAc, 4:1) to afford N-(4-nitrophenoxycarbonyl)isopropoxylamine (290 mg) as a yellow oil.

後処理

  1. extractionThe aqueous layer was extracted with CH2Cl2 (1×15 ml)
  2. dry with materialthe combined organic extracts dried (Na2SO4)
  3. concentrationconcentrated
  4. custompurified by column chromatography on silica gel (Hexanes/EtOAc, 4:1)

出典と根拠

ORDレコード
ord-d5fd77cbc51d4a8fb605dec382356b4f
出典データセット
uspto-grants-2010_09
特許番号
US07790747B2

反応ノート

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