6-Bromohexanoic acid → HCID 64299240, compound

HRID 1755078Notes

Reaction equation

HRID 1755078 reaction equation
[Na].Br[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]([OH:10])=[O:9]>C(O)CC>[CH2:8]([O:9][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]([OH:10])=[O:9])[CH2:7][CH3:6]

Participants

4

Reactant 2

HCID 202106-Bromohexanoic acidHCID 5360545Sodium

Product 1

HCID 64299240HCID 64299240, compoundYield 155.8%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

Sodium (354 mg, 15.38 mmol) was added to a solution of 6-bromohexanoic acid (300 mg, 1.54 mmol) in propyl alcohol (15 ml), and the mixture was heated under reflux for two hours. The reaction mixture was cooled to room temperature and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (dichloromethane:methanol=30:1) to give 6-propoxy-hexanoic acid (209 mg, 78%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for two hours
  3. concentrationconcentrated under reduced pressure
  4. customThe resulting residue was purified by silica gel column chromatography (dichloromethane:methanol=30:1)

Sources & evidence

ORD record
ord-83d83d101d184c1ab2c83760903e5f06
Source dataset
uspto-grants-2015_10
Patent number
US09169254B2

Reaction notes

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