Formaldehyde → HCID 86744921, compound

HRID 1086984Notes

Reaction equation

HRID 1086984 reaction equation
[CH3:1][CH:2]([C:9]1[CH:17]=[C:13]([C:14]([OH:16])=[O:15])[C:12]([OH:18])=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:25]=1[CH3:26].[CH2:27]=[O:28].S(=O)(=O)(O)O>C(O)(=O)C>[CH3:1][CH:2]([C:9]1[CH:17]=[C:13]([C:14]([OH:16])=[O:15])[C:12]([OH:18])=[CH:11][CH:10]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1.[C:20]1([CH3:19])[CH:21]=[CH:22][CH:23]=[C:24]([CH:27]=[O:28])[C:25]=1[CH3:26]

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 1118Sulfuric AcidHCID 7237O-XyleneHCID 114022352-Hydroxy-5-(1-phenylethyl)benzoic acid

Product 1

HCID 86744921HCID 86744921, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a mixture of 24.2 parts of 5-α-methylbenzylsalicylic acid, 21.2 parts of o-xylene, 8.9 parts of 37% formalin and 25 parts of acetic acid was added 4.0 parts of 95% sulfuric acid (catalyst). After being heated under reflux for 5 hours, the reaction mixture was washed with water, and unreacted o-xylene and water were removed by vacuum distillation to give 35 parts of 5-α-methylbenzylsalicylic acid-o-xylene-formaldehyde co-condensation product. 10 parts of the co-condensation product was converted into its tin salt in a similar manner as in Synthesis Example 3. There was obtained 13 parts of tin salt of 5-α-methylbenzylsalicylic acid-o-xylene-formaldehyde co-condensation product.

Workup

  1. temperatureAfter being heated
  2. temperatureunder reflux for 5 hours
  3. washthe reaction mixture was washed with water, and unreacted o-xylene and water
  4. customwere removed by vacuum distillation

Sources & evidence

ORD record
ord-9476c44d75fc44e0b797b63c7343b6ee
Source dataset
uspto-grants-1991_07
Patent number
US05034370

Reaction notes

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