Acetonitrile → HCID 58690204, 화합물

HRID 2098255노트

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HRID 2098255 반응식
Br[CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:10](=[O:11])[C:9]2=[CH:12][CH:13]=[CH:14][CH:15]=[C:8]2[C:7]1=[O:16].[C:17]([NH:24][OH:25])([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18].C(#N)C.N12CCCN=C1CCCCC2>O.Cl>[C:20]([O:19][C:17]([NH:24][O:25][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:10](=[O:11])[C:9]2[C:8](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7]1=[O:16])=[O:18])([CH3:23])([CH3:22])[CH3:21]

참가 물질

7

반응물 4

HCID 6342AcetonitrileHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 93575N-(4-Bromobutyl)phthalimideHCID 97534tert-butyl N-hydroxycarbamate

생성물 1

HCID 58690204HCID 58690204, 화합물수율 62.2%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 962Water용매

실험 절차

To a mixture of commercially available N-(4-bromobutyl)phthalimide (2.82 g, 10 mmol) and N-Boc-hydroxylamine (2.08 g, 15.6 mmol) was added acetonitrile (2 ml) and successively 1,8-diazabicyclo[5.4.0]undec-7-ene (2.25 ml, 15 mmol). The reaction mixture was stirred at room temperature for 30 min and then at 50° C. for 2 days. It was diluted with a mixture of water (30 ml) and 1 N hydrochloric acid (20 ml). It was extracted with ethyl acetate (2×100 ml). The organic phase was washed with brine (50 ml) and was dried over magnesium sulphate. The crude product was purified by chromatography on silica (60 g), using a gradient of heptane/ethyl acetate 1:0 to 0:1 as eluent to give 2.08 g of 2-(4-(tert-butoxycarbonylaminoxy)butyl)isoindole-1,3-dione.

후처리

  1. waitat 50° C. for 2 days
  2. extractionIt was extracted with ethyl acetate (2×100 ml)
  3. washThe organic phase was washed with brine (50 ml)
  4. dry with materialwas dried over magnesium sulphate
  5. customThe crude product was purified by chromatography on silica (60 g)

출처 및 근거

ORD 기록
ord-1bf9af67c4b944c0a0f15b2b9896e7bc
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08450459B2

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