Sodium Carbonate → [(2-Bromoethoxy)(phenyl)methyl]benzene

HRID 1032334Notes

Reaction equation

HRID 1032334 reaction equation
[Br:1][CH2:2][CH2:3][OH:4].Br[CH:6]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(=O)([O-])[O-].[Na+].[Na+]>CCOCC>[C:7]1([CH:6]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[O:4][CH2:3][CH2:2][Br:1])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 108982-BromoethanolHCID 236603Bromodiphenylmethane

Product 1

HCID 237821[(2-Bromoethoxy)(phenyl)methyl]benzene

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
130 °C

Procedure

37.5 g (0.3 mole) of 2-bromoethanol was added to a mixture of 61.8 g (0.25 mole) of bromodiphenylmethane and 31.8 g (0.3 mole) of sodium carbonate. The reactive medium was slowly heated to 130° C., held at this temperature for 5 hours and then left overnight at room temperature. The mixture was taken up with ether and washed with water. The ethereal extract was dried on sodium sulfate. The evaporation of the ether yielded an oil, which was purified by distillation.

Workup

  1. waitleft overnight at room temperature
  2. washwashed with water
  3. extractionThe ethereal extract
  4. customwas dried on sodium sulfate
  5. customThe evaporation of the ether
  6. customyielded an oil, which
  7. distillationwas purified by distillation

Sources & evidence

ORD record
ord-a0fd9f436e8f48458d0298831c6f7ddf
Source dataset
uspto-grants-1990_09
Patent number
US04957927

Reaction notes

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