Methanol → 1-METHOXY-3-PHENYLPROPANE

HRID 1285024Notes

Reaction equation

HRID 1285024 reaction equation
Br[CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH3:11][OH:12]>>[CH3:11][O:12][CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 887MethanolHCID 12503(3-Bromopropyl)benzene

Product 1

HCID 5764101-METHOXY-3-PHENYLPROPANE

Procedure

In 600 ml of CH3OH was dissolved 20 g of Na, and 120 g of 3-bromopropylbenzene was added dropwise with heating under reflux. After aging under reflux for 6 hours, the reaction solution was poured into 2 liters of ice water, and the separated oil layer was extracted with benzene. The benzene was distilled off, after which the residue was distilled under reduced pressure to obtain 3-methoxypropylbenzene. The boiling point of this compound was 96°-98° C/15 mmHg.

Workup

  1. additionwas added dropwise
  2. temperaturewith heating
  3. temperatureunder reflux
  4. temperatureunder reflux for 6 hours
  5. extractionthe separated oil layer was extracted with benzene
  6. distillationThe benzene was distilled off
  7. distillationafter which the residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-ff47f547ae674e5b90c88129a68bcf8d
Source dataset
uspto-grants-1986_01
Patent number
US04564694

Reaction notes

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