Pyridine → HCID 557811, compound

HRID 493358Notes

Reaction equation

HRID 493358 reaction equation
[CH:1]1([OH:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.N1C=CC=CC=1.[Br:14][CH:15]([CH3:19])[C:16](Cl)=[O:17]>ClCCl>[CH:1]1([O:7][C:16](=[O:17])[CH:15]([Br:14])[CH3:19])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7966CyclohexanolHCID 979802-Bromopropanoyl chloride

Product 1

HCID 557811HCID 557811, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of cyclohexanol (10.9 g, 10.9 mmol), pyridine (8.62 g, 10.9 mmol) in dichloromethane was added 2-bromopropionyl chloride (18.53 g, 10.9 mmol) at 0° C. The resulting mixture was stirred at room temperature for 1 hr. The product was partitioned between hexane and 10% citric acid. The organic phase was separated, dried over MgSO4 and concentrated to yield 2-bromo-propionic acid cyclohexyl ester, which was used in the following reaction without further purification.

Workup

  1. customThe product was partitioned between hexane and 10% citric acid
  2. customThe organic phase was separated
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-6dee0ce5799f43cc9b912acc90606673
Source dataset
uspto-grants-2009_05
Patent number
US07534813B2

Reaction notes

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