Phthalic Anhydride → 2-(1-hydroxy-2-methylpropan-2-yl)-2,3-dihydro-1H-isoindole-1,3-dione

HRID 872519ノート

反応式

HRID 872519 の反応式
[NH2:1][C:2]([CH3:6])([CH3:5])[CH2:3][OH:4].[C:7]1(=O)[O:12][C:10](=[O:11])[C:9]2=[CH:13][CH:14]=[CH:15][CH:16]=[C:8]12>>[OH:4][CH2:3][C:2]([N:1]1[C:10](=[O:11])[C:9]2[C:8](=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:7]1=[O:12])([CH3:6])[CH3:5]

参加物

3

反応物 2

HCID 6811Phthalic AnhydrideHCID 118072-Amino-2-methyl-1-propanol

生成物 1

HCID 8277892-(1-hydroxy-2-methylpropan-2-yl)-2,3-dihydro-1H-isoindole-1,3-dione収率 33%

実験手順

2-Amino-2-methyl-1-propanol (4.46 g, 50 mmol) and phthalic anhydride (7.41 g, 50 mmol) were heated at 170° C. for 30 minutes. Icewater was added to the cooled reaction mixture and then the mixture was extracted three times with DCM. Organic phase was dried over Na2SO4, filtered and evaporated to dryness. Crude product was purified by CombiFlash (column: silica, eluent: 0-10% MeOH in DCM) to obtain 3.611 g (33%) of the title compound. LC-MS: M+1=220.

後処理

  1. additionIcewater was added to the cooled reaction mixture
  2. extractionthe mixture was extracted three times with DCM
  3. dry with materialOrganic phase was dried over Na2SO4
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customCrude product was purified by CombiFlash (column: silica, eluent: 0-10% MeOH in DCM)

出典と根拠

ORDレコード
ord-efb87f9e720c4e02b222321f0d65bf58
出典データセット
uspto-grants-2015_03
特許番号
US08975254B2

反応ノート

読み込み中…