Ethanol → HCID 18329037, compound

HRID 1249944Notes

Reaction equation

HRID 1249944 reaction equation
[Na].[CH3:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=O.[N:11]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[N+:12]=[N-:13].[CH2:20](O)C>>[N:11]([CH:14]([CH:5]([C:4]1[CH:7]=[CH:8][CH:9]=[CH:10][C:3]=1[CH3:2])[CH3:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[N+:12]=[N-:13]

Participants

5

Reactant 4

HCID 702EthanolHCID 107222-MethylbenzaldehydeHCID 69480Acetic acid, azido-, ethyl esterHCID 5360545Sodium

Product 1

HCID 18329037HCID 18329037, compound

Conditions

Temperature
-15 °C

Procedure

Sodium pieces (5.15 g, 240 mmol) were added in portions to ethanol (157 ml). The resulting solution was cooled in an ice/acetone bath to −15° C. and then over one hour a mixture of 2-methylbenzaldehyde (7.209 g, 60 mmol) and ethyl azidoacetate (30.980 g, 240 mmol) was added at a rate that maintained the temperature below 10° C. After 3 hours, the solution was stored at 5° C. for two days to give pure product as yellow crystals.

Workup

  1. additionwas added at a rate that
  2. temperaturemaintained the temperature below 10° C
  3. waitthe solution was stored at 5° C. for two days
  4. customto give pure product as yellow crystals

Sources & evidence

ORD record
ord-48e0e742e8ae48c18cee2d336f73628f
Source dataset
uspto-grants-2002_01
Patent number
US06335360B1

Reaction notes

Loading…