Triethylamine → N-(4-nitrophenoxycarbonyl)isopropoxylamine

HRID 1711150노트

반응식

HRID 1711150 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 86629518N-(4-nitrophenoxycarbonyl)isopropoxylamine수율 56.7%

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 57417360Sodium chloride; water용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-d5fd77cbc51d4a8fb605dec382356b4f
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07790747B2

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