Hydrochloric Acid → HCID 18646610, compound

HRID 1030661Notes

Reaction equation

HRID 1030661 reaction equation
[F:1][C:2]1([F:21])[C@H:14]2[C@H:10]([N:11]=C(C3C=CC=CC=3)[O:13]2)[CH2:9][C:8]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]1=2.[ClH:22]>>[ClH:22].[NH2:11][C@@H:10]1[CH2:9][C:8]2[C:3](=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:2]([F:1])([F:21])[C@@H:14]1[OH:13]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 22843615HCID 22843615, compound

Product 1

HCID 18646610HCID 18646610, compound

Procedure

A suspension of (±)-(3aR,9aR)-9,9-difluoro-3a,4,9,9a-tetrahydro-2-phenyl-naphth[2,3-d]oxazole (50 mg) in 2.5 N aqueous hydrochloric acid was refluxed overnight. The mixture was concentrated in vacuo and the residue was crystallized from water. Benzoic acid was filtered and the filtrate was concentrated to afford the crude product which was recrystallized from methanol/ethyl acetate affording the title compound (35 mg).

Workup

  1. temperaturewas refluxed overnight
  2. concentrationThe mixture was concentrated in vacuo
  3. customthe residue was crystallized from water
  4. filtrationBenzoic acid was filtered
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-afa0e8c839714a828b932b2e745b6e69
Source dataset
uspto-grants-1992_04
Patent number
US05106861

Reaction notes

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