Acetic Acid → HCID 22125747, compound

HRID 1858040Notes

Reaction equation

HRID 1858040 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[CH2:17]1N2CN3CN(C2)CN1C3.Cl.[OH2:28].[C:29](O)(=[O:31])C>>[CH:17]([C:3]1[C:2]([OH:1])=[C:7]([O:8][CH3:9])[CH:6]=[C:5]([CH:29]=[O:31])[C:4]=1[CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])=[O:28]

Participants

6

Reactant 5

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 962WaterHCID 4101HexamethylenetetramineHCID 2693075-(3-hydroxy-4-methoxyphenyl)pentanoic acid

Product 1

HCID 22125747HCID 22125747, compound

Procedure

5-(3-Hydroxy-4-methoxyphenyl)pentanoic acid (8 g) and hexamethylenetetramine (10 g) in acetic acid (150 ml) were heated under reflux over night. 70 ml 6 M Hydrochloric acid was added to the reaction mixture and it was refluxed for half an hour. The mixture was poured into water and extracted with dichloromethane. The organic phase was evaporated in vacuo and the residue triturated with diethyl ether. Yield 3.04 g.

Workup

  1. temperatureunder reflux over night
  2. temperaturewas refluxed for half an hour
  3. extractionextracted with dichloromethane
  4. customThe organic phase was evaporated in vacuo
  5. customthe residue triturated with diethyl ether

Sources & evidence

ORD record
ord-f87af0678acd4e1ea86614ad9164451c
Source dataset
uspto-grants-2000_11
Patent number
US06150412

Reaction notes

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