Dimethylformamide → 1-Bromo-4-(methoxymethoxy)benzene

HRID 263826Notes

Reaction equation

HRID 263826 reaction equation
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[C:3]([Br:8])[CH:2]=1.CN(C)C=O.[H-].[Na+].[CH3:16][O:17][CH2:18]Cl>O>[CH3:16][O:17][CH2:18][O:7][C:6]1[CH:5]=[CH:4][C:3]([Br:8])=[CH:2][CH:1]=1

Participants

6

Conditions

Temperature
30 °C

Procedure

Into a reactor, 40 g of p-bromophenol and 200 ml of DMF (dimethylformamide) were charged, to which 10 g of a 60% NaH (sodium hydride) were gradually added to give a solution. To the solution, 18 g of methoxymethyl chloride were added dropwise with stirring at a temperature of 30° C. or lower, and reacted overnight at room temperature to give a reaction solution. The reaction solution was poured into water, extracted with benzene, washed with water, dried over sodium sulfate anhydride, and thereafter the solvent was evaporated and the residue was distilled under reduced pressure to give 38.4 g (Y., 79.3%) of 4-bromopheny methoxymethyl ether. b.p.; 65°-67° C./0.6 mmHg GC; 99.4%

Workup

  1. additionwere gradually added
  2. customto give a solution
  3. customlower, and reacted overnight at room temperature
  4. customto give a reaction solution
  5. extractionextracted with benzene
  6. washwashed with water
  7. dry with materialdried over sodium sulfate anhydride
  8. customthe solvent was evaporated
  9. distillationthe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-dba3e2a808814be1a1da1ce5cc25a59a
Source dataset
uspto-grants-1997_07
Patent number
US05645760

Reaction notes

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