Methane → HCID 178490433, compound

HRID 597720Notes

Reaction equation

HRID 597720 reaction equation
[OH-:1].[Na+].[CH3:3][O:4][C:5]1[C:10]([O:11][CH3:12])=[CH:9][C:8]([CH2:13][C:14](O)=[O:15])=[C:7]([C:17](=[O:29])[CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=2)[CH:6]=1.Cl.[NH2:31]O.C>O>[CH3:28][O:27][C:21]1[CH:20]=[C:19]([CH2:18][C:17]([C:7]2[CH:6]=[C:5]([O:4][CH3:3])[C:10]([O:11][CH3:12])=[CH:9][C:8]=2[CH2:13][C:14](=[N:31][OH:1])[OH:15])=[O:29])[CH:24]=[CH:23][C:22]=1[O:25][CH3:26]

Participants

6

Reactant 4

HCID 297MethaneHCID 14798Sodium HydroxideHCID 213713Acetic acid, (2-((3,4-dimethoxyphenyl)acetyl)-4,5-dimethoxyphenyl)- (8CI)HCID 443297Hydroxyamine hydrochloride

Product 1

HCID 178490433HCID 178490433, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Aqueous sodium hydroxide (20 ml. of 5.15N) added to a suspension of 4,5-dimethoxy-2-[(3,4-dimethoxyphenyl)acetyl]phenylacetic acid (10.0 g., 0.0267 mole) and hydroxylamine hydrochloride (4.9 g., 0.07 mole) in 50 ml. of water provides a clear solution which is heated for 1 hr. at 90° C. The solution is stirred with decolorizing charcoal, filtered, acidified to a pH of 3 with concentrated hydrochloric acid, and then chilled to provide an amber gum which is separated by decanting the supernatent liquid. Triturating the gum with ethyl acetate affords 2-(3,4-dimethoxyphenylacetyl)-4,5-dimethoxyphenylacetic acid oxime, m.p. 134°-138° C.

Workup

  1. temperatureis heated for 1 hr
  2. customat 90° C
  3. filtrationfiltered
  4. temperaturechilled
  5. customto provide an amber gum which
  6. customis separated
  7. customby decanting the supernatent liquid
  8. customTriturating the gum with ethyl acetate

Sources & evidence

ORD record
ord-9f971095adbb48239d388173cd4c9556
Source dataset
uspto-grants-1977_03
Patent number
US04015006

Reaction notes

Loading…