Hydrochloric Acid → HCID 22507799, compound

HRID 2081956Notes

Reaction equation

HRID 2081956 reaction equation
[CH3:1][C:2]([C:5]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:6]=1[OH:13])([CH3:4])[CH3:3].[CH:14]([CH:16]=O)=[O:15].Cl>C(O)(=O)C>[CH3:4][C:2]([C:5]1[C:6]2[O:13][C:14](=[O:15])[CH2:16][C:7]=2[CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1)([CH3:1])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7860GlyoxalHCID 8456Butylated Hydroxyanisole

Product 1

HCID 22507799HCID 22507799, compoundYield 21.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
120 °C

Procedure

In 1600 ml of acetic acid were dissolved 400 g of 2-(1,1-dimethylethyl)-4-methoxyphenol, 360 g of 40% glyoxal solution and 20 ml of 36% hydrochloric acid and the solution was heated at 120° C. with stirring for 4 hours. The reaction mixture was concentrated under reduced pressure and allowed to stand overnight. The resultant solid residue was washed with diethyl ether to give 105 g of 7-(1,1-dimethyethyl)-5-methoxy-2(3H)-benzofuranone as a light red solid.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. waitto stand overnight
  3. washThe resultant solid residue was washed with diethyl ether

Sources & evidence

ORD record
ord-f0b674718c21413ebfd9472598ad13eb
Source dataset
uspto-grants-1993_02
Patent number
US05187161

Reaction notes

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