HCID 68432187, compound → HCID 68429245, compound

HRID 2092021Notes

Reaction equation

HRID 2092021 reaction equation
COC[O:4][CH2:5][CH:6]1[CH:11]([N:12]2[C:20](=[O:21])[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13]2=[O:22])[CH2:10][CH:9]2[CH2:23][CH:7]1[C:8]2([CH3:25])[CH3:24]>Cl.CO>[OH:4][CH2:5][CH:6]1[CH:11]([N:12]2[C:13](=[O:22])[C:14]3[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:20]2=[O:21])[CH2:10][CH:9]2[CH2:23][CH:7]1[C:8]2([CH3:25])[CH3:24]

Participants

3

Reactant 1

HCID 68432187HCID 68432187, compound

Product 1

HCID 68429245HCID 68429245, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 21893726Hydrochloride methanolSolvent

Procedure

rac-2-{2-[(Methoxymethoxy)methyl]-6,6-dimethylbicyclo[3.1.1]hept-3-yl}-1H-isoindole-1,3(2H)-dione (0.97 g, 2.82 mmol) was stirred with hydrogen chloride-methanol (20 mL, 10% w/v) at room temperature for 1 day. After completion of the reaction, the reaction solution was evaporated under reduced pressure, and the residue was mixed with saturated aqueous sodium hydrogen carbonate and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure to give the desired product (100% yield).

Workup

  1. customAfter completion of the reaction
  2. customthe reaction solution was evaporated under reduced pressure
  3. additionthe residue was mixed with saturated aqueous sodium hydrogen carbonate
  4. extractionextracted with chloroform
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-1cf58562d54d463ea955b71bc0e5450a
Source dataset
uspto-grants-2013_05
Patent number
US08440666B2

Reaction notes

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