2',4'-Dihydroxyacetophenone → HCID 178512840, compound

HRID 504071Notes

Reaction equation

HRID 504071 reaction equation
C(=O)(O)[O-].[Na+].[NH2:6][C@H:7]([C:15]([OH:17])=[O:16])[CH2:8][CH2:9][CH2:10][NH:11][C:12](=[NH:14])[NH2:13].[CH3:18][C:19]([C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][C:22]=1[OH:28])=O>O>[OH:28][C:22]1[CH:23]=[C:24]([OH:27])[CH:25]=[CH:26][C:21]=1[CH2:19][CH2:18][NH:6][C@H:7]([C:15]([OH:17])=[O:16])[CH2:8][CH2:9][CH2:10][NH:11][C:12](=[NH:13])[NH2:14]

Participants

5

Reactant 3

HCID 69902',4'-DihydroxyacetophenoneHCID 516892Sodium BicarbonateHCID 178418600HCID 178418600, compound

Product 1

HCID 178512840HCID 178512840, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ingredients. (1) Water 95.5 (2) Sodium Bicarbonate 0.9 (3) Arginine.2H2O 2.1 (4) Resacetophenone 1.5. Procedure. Mix (1) to (3). Heat to 70 to 80 C. Add (4). An instantaneous reaction occurs and a clear yellow solution is obtained. The mixing and heating is continued for 1 hour, and then hydrogenated over Pt catalyst. After filtration of catalyst, solution of N-[(2,4-dihydroxyphenyl)ethyl]arginine Sodium in water is thus obtained, pH 9.5. Water is evaporated to ⅓ in volume and the solution allowed to cool. The pH is adjusted to 6.5 with citric acid (2.0 grams of 50% solution). N-[(2,4-dihydroxyphenyl)ethyl]arginine is obtained as an off-white to pale, yellow crystalline solid, which is used directly in the preparation of cosmetic compositions.

Workup

  1. temperatureHeat to 70 to 80 C
  2. customAn instantaneous reaction
  3. customa clear yellow solution is obtained
  4. temperatureThe mixing and heating
  5. filtrationAfter filtration of catalyst, solution of N-[(2,4-dihydroxyphenyl)ethyl]arginine Sodium in water
  6. customis thus obtained
  7. customWater is evaporated
  8. temperatureto cool

Sources & evidence

ORD record
ord-7b204424fe344794bc990cfb5e053e72
Source dataset
uspto-grants-2010_08
Patent number
US07777073B2

Reaction notes

Loading…