Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].C=O.[OH-].[K+].Cl>O.CO>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][OH:6]Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Procedure
Into a solution of 370 g. of 3-bromo benzaldehyde, 900 cm3. of methanol and 300 g. of 40% formaldehyde the solution of 380 g. of potassium hydroxide in 300 cm3. of water are dropped at a temperature of from 48° to 52° C. during 10 minutes while stirring. The reaction mixture is stirred for 3.5 hours at a temperature of from 50° to 55° C. Into this reaction mixture the solution of 60 g. of potassium hydroxide in 40 cm3. of water are dropped at 55° C. then the reaction mixture is stirred at 60° C. for 1.5 hours. After cooling to ambient temperature the pH-value of the reaction mixture is adjusted with 250 cm3. of an aqueous hydrochloric acid solution /1:1/ to 9. From this reaction mixture the methanol is distilled off, 2 l. of water are added to the residue and twice extracted with 400 cm3. of 1,2-dichloro ethane. After distilling the dichloro ethane off the residue is fractionated in vacuo. 333 g. of 3-bromobenzyl alcohol are obtained. Boiling point 120°-122° C./266-399 Pa.
Workup
- stirringThe reaction mixture is stirred for 3.5 hours at a temperature of from 50° to 55° C
- stirringthe reaction mixture is stirred at 60° C. for 1.5 hours
- distillationFrom this reaction mixture the methanol is distilled off
- additionof water are added to the residue
- extractiontwice extracted with 400 cm3
- distillationAfter distilling the dichloro ethane off the residue
Sources & evidence
- ORD record
- ord-24311de4fcac418c8b2f6d011a5f0ad3
- Source dataset
- uspto-grants-1987_11
- Patent number
- US04709081
Linked notes
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