Triethylamine → HCID 18928674, compound

HRID 1599473Notes

Reaction equation

HRID 1599473 reaction equation
[C:1]1([CH2:7][CH2:8][C:9](Cl)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:12]1[CH2:17][CH2:16][CH2:15][CH:14]([CH2:18][OH:19])[CH2:13]1.C(N(CC)CC)C>ClCCl>[OH:19][CH2:18][CH:14]1[CH2:15][CH2:16][CH2:17][N:12]([C:9](=[O:10])[CH2:8][CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:13]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 64801Benzenepropanoyl chlorideHCID 107308Piperidin-3-ylmethanol

Product 1

HCID 18928674HCID 18928674, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 3-phenylpropionyl chloride (29.7 ml) in dichloromethane (100 ml) was added dropwise to a stirred solution of 3-piperidinemethanol (23 g) and triethylamine (22.2 g) in dichloromethane (200 ml) at 0° C. over 1.25 hours, maintaining the temperature at 0° C. The mixture was stirred at 0°-5° C. for 22 hours. After washing (saturated sodium bicarbonate solution), the organic layer was separated off, dried and evaporated to give 3-hydroxymethyl-1-(3-phenylpropionyl)piperidine as an oil.

Workup

  1. washAfter washing (saturated sodium bicarbonate solution)
  2. customthe organic layer was separated off
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-1916a9c7707f4802a4208045b3a02c94
Source dataset
uspto-grants-1998_04
Patent number
US05741800

Reaction notes

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