Water → Tert-butyl 2-(4-nitro-1,3-dioxoisoindolin-2-yl)acetate

HRID 571276

반응식

HRID 571276 반응식
[N+:1]([C:4]1[CH:14]=[CH:13][CH:12]=[C:6]2[C:7]([NH:9][C:10](=[O:11])[C:5]=12)=[O:8])([O-:3])=[O:2].[H-].[Na+].Br[CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20].O>CN(C=O)C>[N+:1]([C:4]1[CH:14]=[CH:13][CH:12]=[C:6]2[C:5]=1[C:10](=[O:11])[N:9]([CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[C:7]2=[O:8])([O-:3])=[O:2]

참가 물질

6

반응물 4

HCID 962WaterHCID 117793-NitrophthalimideHCID 24758Sodium hydrideHCID 79177tert-Butyl bromoacetate

생성물 1

HCID 7563784Tert-butyl 2-(4-nitro-1,3-dioxoisoindolin-2-yl)acetate수율 90%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 3-nitrophthalimide (1 g, 5.20 mmol) in dry DMF (35 ml), cooled in an ice bath, NaH (60% w/w dispersion in mineral oil, 0.250 g, 6.25 mmol) was added, followed after 15 minutes by t-butyl bromoacetate (0.845 ml, 5.73 mmol). After stirring for 1 hour at room temperature, the mixture was poured into water and the resulting precipitate was washed with water and with a little amount of Et2O; after drying, tert-butyl 2-(4-nitro-1,3-dioxoisoindolin-2-yl)acetate was obtained (1.44 g, 4.70 mmol, 90% yield, MS/ESI+ 328.9 [MNa]+).

후처리

  1. washthe resulting precipitate was washed with water and with a little amount of Et2O
  2. customafter drying

출처 및 근거

ORD 기록
ord-2f05403a62424814a361be8fe34a9e1b
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09024027B2

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