Hydrogen Bromide → HCID 18602898, compound

HRID 1731881Notes

Reaction equation

HRID 1731881 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][CH2:13][C@H:12]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([O:22]C)[CH:17]=3)[CH2:11]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BrH:24].C(O)C>C(O)(=O)C>[BrH:24].[C:1]1([CH2:7][CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][CH2:13][C@H:12]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([OH:22])[CH:17]=3)[CH2:11]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 702EthanolHCID 54564162HCID 54564162, compound

Product 1

HCID 18602898HCID 18602898, compoundYield 16%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The title compound was prepared in 16% yield from the (R)-1-(3-phenylpropyl)-3-(3-methoxyphenyl)piperidine from Preparation 4 by treatment with 48% aqueous hydrobromic acid in glacial acetic acid, using the procedure of Example 3. The product melted at 181°-183° C., [alpha]D25 =+10.4° (c=1; C2H5OH).

Sources & evidence

ORD record
ord-53de5b5982cd4d95a9c4410f6ff768d0
Source dataset
uspto-grants-1986_11
Patent number
US04623728

Reaction notes

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