Sodium Hydroxide → HCID 19838155, compound

HRID 476688Notes

Reaction equation

HRID 476688 reaction equation
C1(C[O:8][C:9]2[CH:10]=[C:11]([CH2:23][CH2:24][N:25]([CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][S:38][CH2:39][CH2:40][C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)C(=O)C(F)(F)F)[CH:12]=[CH:13][C:14]=2[O:15]CC2C=CC=CC=2)C=CC=CC=1.[OH-].[Na+]>C(O)C>[C:41]1([CH2:40][CH2:39][S:38][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][NH:25][CH2:24][CH2:23][C:11]2[CH:10]=[C:9]([OH:8])[C:14]([OH:15])=[CH:13][CH:12]=2)[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19838167HCID 19838167, compound

Product 1

HCID 19838155HCID 19838155, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The product from step (b) (7.0 g, 0.011 mole) was heated to reflux for 2 hr with a solution of sodium hydroxide (0.93 g, 0.023 mole) in 90% ethanol (100 ml). The cooled solution was concentrated in vacuo and the residue diluted with water and extracted with dichloromethane. The extracts were washed with water, dried (MgSO4) and evaporated. The residue was dissolved in ether and treated with ethereal-HCl to give the sub-title compound as the hydrochloride salt, a white solid (5.5 g) mp 89°-91°.

Workup

  1. concentrationThe cooled solution was concentrated in vacuo
  2. additionthe residue diluted with water
  3. extractionextracted with dichloromethane
  4. washThe extracts were washed with water
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. dissolutionThe residue was dissolved in ether
  8. additiontreated with ethereal-HCl

Sources & evidence

ORD record
ord-5c3d68840063406eaaef31c89fd94c13
Source dataset
uspto-grants-1989_12
Patent number
US04885313

Reaction notes

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