Hydrogen Bromide → HCID 45261247, compound

HRID 982104Notes

Reaction equation

HRID 982104 reaction equation
[NH2:1][CH2:2][CH:3]1[C:8]2[CH:9]=[CH:10][C:11]([CH3:15])=[C:12]([O:13]C)[C:7]=2[CH2:6][CH:5]([CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[O:4]1.[BrH:22]>C(O)(=O)C>[BrH:22].[NH2:1][CH2:2][C@H:3]1[C:8]2[CH:9]=[CH:10][C:11]([CH3:15])=[C:12]([OH:13])[C:7]=2[CH2:6][C@@H:5]([CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[O:4]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 20069104HCID 20069104, compound

Product 1

HCID 45261247HCID 45261247, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A suspension of 1-aminomethyl-3-cyclohexyl-3,4-dihydro-5-methoxy-6-methyl-1H 2 benzopyran (467 mg, 1.43 mmol) in 10 mL of of glacial acetic acid and 10 mL of 48% hydrobromic acid was heated at reflux for 2 h. The reaction mixture was then concentrated in vacuo. The residue was crystallized from ethyl alcohol/methylene chloride to afford 478 mg of the title compound; m.p. 217°- 218° C.; MS DCl-NH3M/Z: 276 (M+H)+. Analysis calculated for C17H26BrNO2 : C, 52.71; H, 6.82; N, 3.51. Found: C, 52.85; H, 6.97; N, 3.90.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 h
  3. concentrationThe reaction mixture was then concentrated in vacuo
  4. customThe residue was crystallized from ethyl alcohol/methylene chloride

Sources & evidence

ORD record
ord-aa162aebca2546fdb2c486d318854f5a
Source dataset
uspto-grants-1991_02
Patent number
US04994486

Reaction notes

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