Sodium Hydroxide → HCID 57046261, compound

HRID 583436Notes

Reaction equation

HRID 583436 reaction equation
[OH-].[Na+].C([O:5][C:6](=[O:41])[CH:7]=[CH:8][CH:9]([N:23]([C:25](=[O:40])[C:26]1[CH:31]=[C:30]([C:32]([F:35])([F:34])[F:33])[CH:29]=[C:28]([C:36]([F:39])([F:38])[F:37])[CH:27]=1)[CH3:24])[CH:10]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)C>O1CCCC1.CO>[F:33][C:32]([F:34])([F:35])[C:30]1[CH:31]=[C:26]([CH:27]=[C:28]([C:36]([F:38])([F:37])[F:39])[CH:29]=1)[C:25]([N:23]([CH:9]([CH:10]([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH:8]=[CH:7][C:6]([OH:41])=[O:5])[CH3:24])=[O:40]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54191973HCID 54191973, compound

Product 1

HCID 57046261HCID 57046261, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

15 ml of 1N sodium hydroxide solution are added to a solution of 5.0 g (9.1 mmol) of 4-[N-(3,5-bistrifluoromethyl-benzoyl)-N-methyl-amino]-5,5-diphenyl-pent-2-enoic acid ethyl ester in 60 ml of 2:1 tetrahydrofuran/methanol at room temperature. After stirring for 5 h, the reaction mixture is concentrated, diluted with water, and then acidified with ice-cold 2N hydrochloric acid solution. The resulting precipitate is filtered, washed with water and a small amount of hexanes, and then dried overnight under vacuum at 50° C. to give the title compound as a white solid. TLC: methylene chloride/methanol (95:5) Rf =0.08.

Workup

  1. concentrationthe reaction mixture is concentrated
  2. additiondiluted with water
  3. filtrationThe resulting precipitate is filtered
  4. washwashed with water
  5. dry with materiala small amount of hexanes, and then dried overnight under vacuum at 50° C.

Sources & evidence

ORD record
ord-d3232748643245f18c0af2400eb4e42e
Source dataset
uspto-grants-1999_07
Patent number
US05929067

Reaction notes

Loading…