HCID 20453052, compound → HCID 20453061, compound

HRID 1462387Notes

Reaction equation

HRID 1462387 reaction equation
Cl.[Br:2][C:3]1[O:4][C:5]2[CH:26]=[CH:25][CH:24]=[CH:23][C:6]=2[C:7]=1[CH2:8][N:9]1[CH2:14][CH2:13][CH2:12][CH:11]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21]C)[CH:16]=2)[CH2:10]1>Br>[BrH:2].[Br:2][C:3]1[O:4][C:5]2[CH:26]=[CH:25][CH:24]=[CH:23][C:6]=2[C:7]=1[CH2:8][N:9]1[CH2:14][CH2:13][CH2:12][CH:11]([C:15]2[CH:16]=[C:17]([OH:21])[CH:18]=[CH:19][CH:20]=2)[CH2:10]1

Participants

3

Reactant 1

HCID 20453052HCID 20453052, compound

Product 1

HCID 20453061HCID 20453061, compoundYield 172.6%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

1-(2-Bromo-3-benzofurylmethyl)-3-(3-methoxyphenyl) piperidine hydrochloride (1) (0.65 g) in 48% hydrobromic acid (200 ml) was heated at 110°-115° C. for 1.5 hours under nitrogen, and evaporated to dryness in vacuo. The residue crystallised from ethanol-ether to afford 3-[1-(2-bromo-3-benzofurylmethyl)-3-piperidyl]phenol hydrobromide (11) (0.6 g), m.p. 134°-140° C. (Found: M+ 385.0665. C20H20NO2Br requires M 385.0677).

Workup

  1. customevaporated to dryness in vacuo
  2. customThe residue crystallised from ethanol-ether

Sources & evidence

ORD record
ord-240702e0c4824b18870531c6b20241fd
Source dataset
uspto-grants-1984_07
Patent number
US04460594

Reaction notes

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