Sulfuric Acid → Methyl 2-[(acetyloxy)methyl]-3-phenylprop-2-enoate

HRID 1066458

Reaction equation

HRID 1066458 reaction equation
O[CH:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3](=[CH2:8])[C:4]([O:6][CH3:7])=[O:5].[C:15]([O:18]C(=O)C)(=[O:17])[CH3:16].S(=O)(=O)(O)O>>[CH:2](=[C:3]([CH2:8][O:18][C:15](=[O:17])[CH3:16])[C:4]([O:6][CH3:7])=[O:5])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 9942369Methyl 3-Hydroxy-2-methylene-3-phenylpropionate

Product 1

HCID 53678280Methyl 2-[(acetyloxy)methyl]-3-phenylprop-2-enoateYield 100.8%

Conditions

Temperature
100 °C

Procedure

Methyl 3-hydroxy-2-methylene-3-phenylpropionate (1.7836 g, 9.279 mmols) was dissolved in 1.75 ml (18.55 mmols) of acetic anhydride, and 0.03 ml of sulfuric acid were added thereto. The mixture was stirred at 100° C. for 4 hours. After the completion of the reaction, the reaction solution was concentrated under reduced pressure to obtain 2.1917 g of a crude product of the above title compound.

Workup

  1. customAfter the completion of the reaction
  2. concentrationthe reaction solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-bf7fac68b2be4e1680fe67d00927874a
Source dataset
uspto-grants-2001_06
Patent number
US06242635B1

Linked notes

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