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

HRID 872519노트

반응식

HRID 872519 반응식
[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]

참가 물질

3

반응물 2

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

생성물 1

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

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-efb87f9e720c4e02b222321f0d65bf58
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08975254B2

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