Hydrogen Bromide → 2,3-dihydro-1H-isoindole-5,6-diol hydrobromide

HRID 704455노트

반응식

HRID 704455 반응식
[BrH:1].C1(O)C=CC=CC=1.C[O:10][C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][C:19]=1[O:20]C)[CH2:16][N:15](S(C1C=CC(C)=CC=1)(=O)=O)[CH2:14]2>C(O)(=O)CC>[BrH:1].[OH:10][C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][C:19]=1[OH:20])[CH2:16][NH:15][CH2:14]2

참가 물질

5

반응물 3

HCID 260Hydrogen BromideHCID 996PhenolHCID 100881951H-Isoindole, 2,3-dihydro-5,6-dimethoxy-2-[(4-methylphenyl)sulfonyl]-

생성물 1

HCID 200743492,3-dihydro-1H-isoindole-5,6-diol hydrobromide수율 61.4%

시약·촉매·용매 1

HCID 1032Propionic Acid용매

실험 절차

360 ml of 47% hydrobromic acid, 45 m1 of phenol and 60 ml of propionic acid were added to 60 g (0.18 mol) of 5,6-dimethoxy-2-p-tolylsulfonylisoindoline, and the mixture was refluxed for 4 hours under vigorous stirring under a nitrogen atmosphere. The reaction solution was evaporated under reduced pressure to dryness, and 120 ml of 47% hydrobromic acid was added to the residue. The mixture was again refluxed under a nitrogen atmosphere for 3 hours. The reaction solution was cooled, and then 300 ml of water and 300 ml of chloroform were added thereto. The water layer was separated, and subjected to active carbon treatment. The water layer was evaporated under reduced pressure to dryness, and the crystalline residue was washed with ether/ethanol (1/1) to obtain 25.62 g (yield: 61.4%) of the above identified compound.

후처리

  1. temperaturethe mixture was refluxed for 4 hours
  2. customThe reaction solution was evaporated under reduced pressure to dryness, and 120 ml of 47% hydrobromic acid
  3. additionwas added to the residue
  4. temperatureThe mixture was again refluxed under a nitrogen atmosphere for 3 hours
  5. temperatureThe reaction solution was cooled
  6. addition300 ml of water and 300 ml of chloroform were added
  7. customThe water layer was separated
  8. customThe water layer was evaporated under reduced pressure to dryness
  9. washthe crystalline residue was washed with ether/ethanol (1/1)
  10. customto obtain 25.62 g (yield: 61.4%) of the

출처 및 근거

ORD 기록
ord-e9980326d3a2480192dd21aec0e219a6
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04987235

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