Hydrochloric Acid → HCID 11301002, compound

HRID 1379308Notes

Reaction equation

HRID 1379308 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:6]=1[OH:15])([CH3:4])([CH3:3])[CH3:2].[C:16]([OH:20])(=[O:19])[CH:17]=O.[ClH:21]>C(O)(=O)C>[C:11]([C:7]1[CH:8]=[C:9]([CH:17]([Cl:21])[C:16]([OH:20])=[O:19])[CH:10]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:6]=1[OH:15])([CH3:14])([CH3:13])[CH3:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 760Glyoxylic AcidHCID 314052,6-Di-tert-butylphenol

Product 1

HCID 11301002HCID 11301002, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
10 °C

Procedure

309.5 g (1.5 Mol) of 2,6-di-tert-butylphenol and 266.5 g (1.8 mol) of 50% aqueous glyoxylic acid are dissolved in 1400 ml of glacial acetic acid. Then, 200 g (5.5 mol) of gazeous hydrogen chloride are introduced into this solution over a period of 2.5 hours under stirring and cooling in an ice bath to keep the temperature in the 10°-25° C. range. The mixture is then stirred at room temperature overnight, cooled to 10° C., the solid is isolated by filtration on a Buechner funnel and washed with 1000 ml water. The slightly yellow and still wet cake of the intermediate product weighs about 565 g.

Workup

  1. temperaturecooling in an ice bath
  2. customin the 10°-25° C. range
  3. stirringThe mixture is then stirred at room temperature overnight
  4. customthe solid is isolated by filtration on a Buechner funnel
  5. washwashed with 1000 ml water

Sources & evidence

ORD record
ord-c0b02d0e8a3c49fa9ac0fa05a15e525a
Source dataset
uspto-grants-1997_09
Patent number
US05670692

Reaction notes

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