Hydrogen Bromide → 3-(Bromomethyl)-1-ethylpiperidine

HRID 1577018Notes

Reaction equation

HRID 1577018 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][CH2:6][CH:5]([CH2:9]O)[CH2:4]1)[CH3:2].[BrH:11]>>[Br:11][CH2:9][CH:5]1[CH2:6][CH2:7][CH2:8][N:3]([CH2:1][CH3:2])[CH2:4]1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 20439432(1-Ethylpiperidin-3-yl)methanol

Product 1

HCID 215104883-(Bromomethyl)-1-ethylpiperidine

Procedure

A mixture of 5.0 g. (0.0349 mol.) of N-ethyl-3-hydroxymethylpiperidine and 52 ml. of 48% hydrogen bromide was refluxed for six hours then cooled and evaporated to dryness. The residue was made basic by addition of 5% aqueous sodium carbonate and extracted with methylene chloride. The methylene chloride solution was dried (MgSO4) and evaporated to dryness to give 3-bromomethyl-N-ethylpiperidine.

Workup

  1. additionA mixture of 5.0 g
  2. temperaturethen cooled
  3. customevaporated to dryness
  4. additionThe residue was made basic by addition of 5% aqueous sodium carbonate
  5. extractionextracted with methylene chloride
  6. dry with materialThe methylene chloride solution was dried (MgSO4)
  7. customevaporated to dryness

Sources & evidence

ORD record
ord-fd0be05369d74970bcb79e0ff8cda00c
Source dataset
uspto-grants-1976_09
Patent number
US03983245

Reaction notes

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