Sodium Carbonate → HCID 21510300, compound

HRID 1576937Notes

Reaction equation

HRID 1576937 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:3]=1[NH2:4].Br[CH2:12][CH:13]=[O:14].C(=O)([O-])[O-].[Na+].[Na+]>>[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:3]=1[NH:4][CH2:12][CH:13]=[O:14]

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 105131Acetaldehyde, bromo-HCID 4592492-Methoxy-6-methylaniline

Product 1

HCID 21510300HCID 21510300, compound

Conditions

Temperature
150 °C

Procedure

2-Methyl-6-methoxyaniline (100 grams), the dipropyl acetal of 2-bromoacetaldehyde (59.1 grams) and sodium carbonate (31.8 grams) are charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The mixture is heated at a temperature of about 150°C for a period of about 30 hours. After this time the reaction mixture is cooled to room temperature and is filtered. The filtrate is then distilled under vacuum to yield the desired product the dipropyl acetal of 2-(2-methyl-6-methoxyanilino)acetaldehyde as the residue.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. temperatureAfter this time the reaction mixture is cooled to room temperature
  4. filtrationis filtered
  5. distillationThe filtrate is then distilled under vacuum

Sources & evidence

ORD record
ord-219088b89e50474a84c688d5ae6e75f3
Source dataset
uspto-grants-1976_09
Patent number
US03983174

Reaction notes

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