Hydrochloric Acid → HCID 19089106, compound

HRID 1586672Notes

Reaction equation

HRID 1586672 reaction equation
[OH-].[Na+].C[O:4][C:5]([CH2:7][N:8]1[C:12]([NH:13][C:14]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:11][CH:10]=[N:9]1)=[O:6].C(OCC)(=O)C.Cl>O1CCOCC1.O1CCCC1>[C:5]([CH2:7][N:8]1[C:12]([NH:13][C:14]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:11][CH:10]=[N:9]1)([OH:6])=[O:4]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 19089108HCID 19089108, compound

Product 1

HCID 19089106HCID 19089106, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 312751,4-DioxaneSolvent

Procedure

4N Sodium hydroxide aqueous solution (125.79 ml) was added to a solution of 1-methoxycarbonylmethyl-5-triphenylmethylaminopyrazole (100 g) in dioxane (100 ml) and the mixture was stirred for three hours at ambient temperature. The reaction mixture was added to a mixture of ethyl acetate (300 ml) and tetrahydrofuran (300 ml), and 1N hydrochloric acid was added thereto to adjust to pH 3. The organic layer was separated and dried over magnesium sulfate. The magnesium sulfate was filtered off, and the filtrate was evaporated under reduced pressure to give 1-carboxymethyl-5-triphenylmethylaminopyrazole.

Workup

  1. additionwas added
  2. customThe organic layer was separated
  3. dry with materialdried over magnesium sulfate
  4. filtrationThe magnesium sulfate was filtered off
  5. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-2cd954709d494c7e8db4ae77eb288cef
Source dataset
uspto-grants-1993_06
Patent number
US05215982

Reaction notes

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