Hydrochloric Acid → HCID 19818635, compound

HRID 1086922Notes

Reaction equation

HRID 1086922 reaction equation
[OH-].[Na+].[C:3]([C:6]1[CH:31]=[CH:30][C:9]([O:10][CH2:11][CH2:12][CH2:13][O:14][C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:27])[C:23]([O:25]C)=[O:24])=[CH:17][C:16]=2[O:28][CH3:29])=[C:8]([CH2:32][CH2:33][C:34]([F:37])([F:36])[F:35])[C:7]=1[OH:38])(=[O:5])[CH3:4].Cl>CO>[C:3]([C:6]1[CH:31]=[CH:30][C:9]([O:10][CH2:11][CH2:12][CH2:13][O:14][C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:27])[C:23]([OH:25])=[O:24])=[CH:17][C:16]=2[O:28][CH3:29])=[C:8]([CH2:32][CH2:33][C:34]([F:36])([F:35])[F:37])[C:7]=1[OH:38])(=[O:5])[CH3:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19818646HCID 19818646, compound

Product 1

HCID 19818635HCID 19818635, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

18 ml of N sodium hydroxide solution are added to a solution of 7.95 g of methyl N-{{4-{3-[4-acetyl-3-hydroxy-2-(3,3,3-trifluoropropyl)-phenoxy]-propoxy}-3-methoxy-phenyl}}-oxamate in 100 ml of methanol and the mixture is refluxed for 1 hour. The hot solution is then poured into 200 ml of 0.1N hydrochloric acid. The product which has precipitated out is filtered off, washed with water and dried over phosphorus pentoxide in a drying cabinet. The N-{{4-{3-[4-acetyl-3-hydroxy-2-(3,3,3-trifluoropropyl)-phenoxy]-propoxy}-3-methoxy-phenyl}}-oxamic acid thus obtained is dissolved hot again in 100 ml of methanol, and one equivalent of triethanolamine in 10 ml of methanol, and one addition of 400 ml of ether, crystallisation starts. The equivalent triethanolammonium salt of N-{{4-{3-[4-acetyl-3-hydroxy-2-(3,3,3-trifluoropropyl)-phenoxy]-propoxy}-3-methoxy-phenyl}}-oxamic acid is thus obtained.

Workup

  1. temperaturethe mixture is refluxed for 1 hour
  2. customThe product which has precipitated out
  3. filtrationis filtered off
  4. washwashed with water
  5. dry with materialdried over phosphorus pentoxide in a drying cabinet

Sources & evidence

ORD record
ord-5017cc132974423c8560a0ca990d5b50
Source dataset
uspto-grants-1991_07
Patent number
US05032606

Reaction notes

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