Ethyl 7-bromoheptanoate → HCID 86672786, compound

HRID 1755075Notes

Reaction equation

HRID 1755075 reaction equation
[O-:1][CH2:2][CH3:3].[Na+].Br[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13]>C(O)C>[CH2:2]([O:1][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH3:3]

Participants

4

Reactant 2

HCID 122490Ethyl 7-bromoheptanoateHCID 2723922Sodium ethoxide

Product 1

HCID 86672786HCID 86672786, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.5 M sodium ethoxide (1.6 ml, 4.31 mmol) was added to a solution of ethyl 7-bromoheptanoate (300 mg, 1.44 mmol) in ethanol (7.0 ml), and the mixture was heated under reflux for two hours. The reaction mixture was concentrated under reduced pressure, and the resulting residue was then purified by silica gel column chromatography (hexane:ethyl acetate=10:1) to give ethyl 7-ethoxyheptanoate (102.4 mg, 40%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for two hours
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe resulting residue was then purified by silica gel column chromatography (hexane:ethyl acetate=10:1)

Sources & evidence

ORD record
ord-3a41ab5aa3b24a7387d8010a6f736874
Source dataset
uspto-grants-2015_10
Patent number
US09169254B2

Reaction notes

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