Hydroxybenzenesulfonic acid → HCID 86646151, compound

HRID 551685Notes

Reaction equation

HRID 551685 reaction equation
C([O:5][C:6](=[O:25])[CH2:7][C@:8]1([CH2:16][NH:17]C(OC(C)(C)C)=O)[CH2:14][C@H:13]2[C@@H:9]1[CH:10]=[C:11]([CH3:15])[CH2:12]2)(C)(C)C.O.[C:27]1([S:33]([OH:36])(=[O:35])=[O:34])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>C1C=CC=CC=1>[C:27]1([S:33]([OH:36])(=[O:35])=[O:34])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.[NH2:17][CH2:16][C@@:8]1([CH2:7][C:6]([OH:25])=[O:5])[CH2:14][C@H:13]2[C@@H:9]1[CH:10]=[C:11]([CH3:15])[CH2:12]2

Participants

4

Reactant 2

HCID 15619088Hydroxybenzenesulfonic acidHCID 90812757HCID 90812757, compound

Product 1

HCID 86646151HCID 86646151, compoundYield 90.2%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Tert-butyl[(1S,5R,6R)-6-(tert-butoxycarbonylamino)methyl-3-methylbicyclo[3.2.0]hept-3-en-6-yl]acetate (6.4 g, 18.2 mmol) and benzenesulfonic acid monohydrate (3.53 g, 20 mmol) were added to benzene (40 mL), and the mixture was heated with stirring for 2 hours. The resulting solid was collected by filtration to obtain the compound of interest as a white solid (5.8 g, 90%).

Workup

  1. temperaturethe mixture was heated
  2. filtrationThe resulting solid was collected by filtration

Sources & evidence

ORD record
ord-7fb76071f4424989b9de5a18fa546243
Source dataset
uspto-grants-2011_05
Patent number
US07947738B2

Reaction notes

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