4-Hydroxybenzoic Acid → HCID 88924061, compound

HRID 525839Notes

Reaction equation

HRID 525839 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[CH2:11]1N2CN3CN(C2)CN1C3.[OH2:21].[C:22](O)(C(F)(F)F)=[O:23]>>[CH:11]([C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([CH:22]=[O:23])[C:2]=1[OH:1])[C:6]([OH:8])=[O:7])=[O:21]

Participants

5

Reactant 4

HCID 1354-Hydroxybenzoic AcidHCID 962WaterHCID 4101HexamethylenetetramineHCID 6422Trifluoroacetic acid

Product 1

HCID 88924061HCID 88924061, compound

Procedure

A mixture of commercially available 4-hydroxybenzoic acid (7.2 mmol) and HMTA (29.8 mmol) were dissolved in TFA (7.6 ml). The reaction was refluxed for 3 days using a Dean-Stark system, and was thereafter cooled to room temperature. 44 ml of water were added and the resulting mixture was heated to 80° C. for 4 hours. Cooling to room temperature yielded 3,5-diformyl-4-hydroxybenzoic acid (Compound 2g) as a yellow solid (in quantitative yield).

Workup

  1. temperatureThe reaction was refluxed for 3 days
  2. temperaturethe resulting mixture was heated to 80° C. for 4 hours
  3. temperatureCooling to room temperature

Sources & evidence

ORD record
ord-830aefa5faec4f00b506e20e2fb6a4fb
Source dataset
uspto-grants-2016_05
Patent number
US09341630B2

Reaction notes

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