Water → HCID 10921070, compound

HRID 849595Notes

Reaction equation

HRID 849595 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]([OH:12])=[O:11].[C:13](OC(=O)C)(=O)C.O>CN(CN(C)C)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9](=[CH2:13])[C:10]([OH:12])=[O:11]

Participants

5

Reactant 3

HCID 962WaterHCID 71342-Methoxyphenylacetic acidHCID 7918Acetic Anhydride

Product 1

HCID 10921070HCID 10921070, compound

Reagents, catalysts & solvents 1

HCID 5829N,N,N',N'-TetramethylmethanediamineSolvent

Conditions

Temperature
20 °C

Procedure

36.6 g of (2-methoxyphenyl)acetic acid, in suspension in 110 cm3 of bis(dimethylamino)methane, were cooled to a temperature in the region of 0° C. 110 cm3 of acetic anhydride were added dropwise, the temperature of the reaction mixture not exceeding 40° C. The reaction mixture was stirred for 24 hours at a temperature in the region of 20° C. and then cooled to a temperature in the region of 0° C. 500 cm3 of distilled water were then added and stirring was continued for 2 hours at a temperature in the region of 0° C. The solid which had appeared was separated by filtration, washed with three times 100 cm3 of distilled water and dried under reduced pressure at 40° C. 23 g of 2-(2-methoxyphenyl)propenoic acid were thus obtained in the form of a cream solid, the characteristics of which were as follows:

Workup

  1. customexceeding 40° C
  2. temperaturecooled to a temperature in the region of 0° C
  3. stirringstirring
  4. waitwas continued for 2 hours at a temperature in the region of 0° C
  5. customThe solid which had appeared was separated by filtration
  6. washwashed with three times 100 cm3 of distilled water
  7. customdried under reduced pressure at 40° C

Sources & evidence

ORD record
ord-2c32ae27f62846d0aece81be2f0eea8c
Source dataset
uspto-grants-2000_01
Patent number
US06013662

Reaction notes

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