Sodium Carbonate → 1-(Diphenylmethoxy)-3-bromopropane

HRID 1032336Notes

Reaction equation

HRID 1032336 reaction equation
Br[CH:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Br:15][CH2:16][CH2:17][CH2:18][OH:19].C(=O)([O-])[O-].[Na+].[Na+]>>[C:3]1([CH:2]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[O:19][CH2:18][CH2:17][CH2:16][Br:15])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 123083-Bromo-1-propanolHCID 236603Bromodiphenylmethane

Product 1

HCID 143063671-(Diphenylmethoxy)-3-bromopropane

Procedure

A mixture of 12.3 g (50 mmole) of bromodiphenylmethane, 8.3 g (60 mmole) of 3-bromopropanol and 6.3 g (60 mmole) of sodium carbonate was heated at 120°-130° C. for 10 hours and then left overnight at room temperature. The mixture was extracted with ether and washed with water. The ethereal extract was dried on sodium sulfate. Evaporation of the ether yielded an oil, which was purified by distillation.

Workup

  1. temperaturewas heated at 120°-130° C. for 10 hours
  2. extractionThe mixture was extracted with ether
  3. washwashed with water
  4. extractionThe ethereal extract
  5. customwas dried on sodium sulfate
  6. customEvaporation of the ether
  7. customyielded an oil, which
  8. distillationwas purified by distillation

Sources & evidence

ORD record
ord-42702c0956e240838b78232e2b7e12d5
Source dataset
uspto-grants-1990_09
Patent number
US04957927

Reaction notes

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