Acetonitrile → HCID 58690204、化合物

HRID 2098255ノート

反応式

HRID 2098255 の反応式
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]

参加物

7

反応物 4

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

生成物 1

HCID 58690204HCID 58690204、化合物収率 62.2%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-1bf9af67c4b944c0a0f15b2b9896e7bc
出典データセット
uspto-grants-2013_05
特許番号
US08450459B2

反応ノート

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