1,10-Dibromodecane → (((10-Bromodecyl)oxy)methyl)benzene

HRID 371265Notes

Reaction equation

HRID 371265 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][Br:12].[CH2:13]([O:20]CC1C=CC=CC=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[Na]>O1CCCC1>[CH2:13]([O:20][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][Br:12])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 2214831,10-DibromodecaneHCID 66729449CID 66729449

Product 1

HCID 13478286(((10-Bromodecyl)oxy)methyl)benzene

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

10-Benzyloxydecanyl bromide was prepared by reacting 100 g of 1,10-dibromodecane with an equimolar amount of sodium benzyloxide in tetrahydrofuran under reflux conditions, filtering the precipitated material, concentrating the filtrate and distilling the concentrated filtrate under reduced pressure. Yield 46 g. B.P. 185° to 189° C./3 mmHg.

Workup

  1. filtrationfiltering the precipitated material
  2. concentrationconcentrating the filtrate
  3. distillationdistilling the concentrated filtrate under reduced pressure

Sources & evidence

ORD record
ord-bb32426a91b04a2c9726f10be53ac35d
Source dataset
uspto-grants-1985_07
Patent number
US04530794

Reaction notes

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