Acetic Anhydride → HCID 20352590, compound

HRID 372004Notes

Reaction equation

HRID 372004 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][C:14]=1[O:15][CH3:16])[C:5]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])=[O:6].[C:17](OC(=O)C)(=[O:19])[CH3:18]>S(=O)(=O)(O)O>[C:17]([NH:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][C:14]=1[O:15][CH3:16])[C:5]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])=[O:6])(=[O:19])[CH3:18]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 20352627HCID 20352627, compound

Product 1

HCID 20352590HCID 20352590, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

A mixture of 3-(3-amino-4-methoxybenzoyl) propionic acid (15.61 g.) with acetic anhydride (7.14 g.) was treated with concentrated sulphuric acid (2 drops) and heated on the steam bath for 3 hours. It was then cooled and decomposed by the addition of ice. The resultant solid was collected and crystallised from methanol to yield the product, (10.5 g.), m.p. 184°-185° C.

Workup

  1. temperatureheated on the steam bath for 3 hours
  2. temperatureIt was then cooled
  3. additiondecomposed by the addition of ice
  4. customThe resultant solid was collected
  5. customcrystallised from methanol
  6. customto yield the product, (10.5 g.), m.p. 184°-185° C.

Sources & evidence

ORD record
ord-c37371070d9545f7a59abe76f99a2ce7
Source dataset
uspto-grants-1978_05
Patent number
US04088762

Reaction notes

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