Ammonia → HCID 58076756, compound

HRID 239176Notes

Reaction equation

HRID 239176 reaction equation
[CH:1]12[O:8][CH:7]1[CH2:6][CH2:5][N:4]([C:9]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:10])[CH2:3][CH2:2]2.[NH3:19]>>[CH2:12]([O:11][C:9]([N:4]1[CH2:5][CH2:6][CH:7]([OH:8])[CH:1]([NH2:19])[CH2:2][CH2:3]1)=[O:10])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 58076885HCID 58076885, compound

Product 1

HCID 58076756HCID 58076756, compound

Procedure

3 g benzyl 8-oxa-4-azabicyclo[5.1.0]octane-4-carboxylate in 70 mL 30% aqueous ammonia was stirred at 65° C. in a sealed vessel overnight. The reaction was extracted with dichloromethane. The organic layer was washed with brine, dried over sodium sulfate filtered and concentrated to yield 3.1 g of the desired product. (M+H)+: 265

Workup

  1. extractionThe reaction was extracted with dichloromethane
  2. washThe organic layer was washed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-e2de8561287940ea8e7d70f1b533d58b
Source dataset
uspto-grants-2014_02
Patent number
US08642774B2

Reaction notes

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