1-Bromopentane → HCID 28102790, compound

HRID 1713261Notes

Reaction equation

HRID 1713261 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]>CN(C)C=O>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH:3]=1

Participants

5

Reactant 3

HCID 80571-BromopentaneHCID 11430Potassium CarbonateHCID 115633-Bromophenol

Product 1

HCID 28102790HCID 28102790, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 3-bromophenol (0.500 g) in N,N-dimethylformamide (5.8 mL) was added potassium carbonate (1.20 g). Then 1-bromopentane (0.896 mL) was added, and the resulting mixture was stirred at room temperature for 18.5 hours. The reaction mixture was partitioned between diethyl ether (35 mL) and water (10 mL). The organic-layer was washed successively with water (10 mL×2) and brine (10 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the title compound (9.728 g).

Workup

  1. customThe reaction mixture was partitioned between diethyl ether (35 mL) and water (10 mL)
  2. washThe organic-layer was washed successively with water (10 mL×2) and brine (10 mL)
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a3a5672e53a94cb5bab47ce4b6662795
Source dataset
uspto-grants-2010_09
Patent number
US07795236B2

Reaction notes

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