Sodium Hydroxide → HCID 66812659, compound

HRID 389300Notes

Reaction equation

HRID 389300 reaction equation
C([O:3][C:4](=[O:28])[CH2:5][N:6]1[C:10]([CH2:11][CH3:12])=[C:9]([CH2:13][C:14]2[CH:22]=[C:21]([CH3:23])[C:20]([O:24][CH3:25])=[C:19]3[C:15]=2[CH2:16][CH2:17][CH2:18]3)[C:8]([CH2:26][CH3:27])=[N:7]1)C.[OH-].[Na+]>O1CCCC1.CO.O>[CH2:26]([C:8]1[C:9]([CH2:13][C:14]2[CH:22]=[C:21]([CH3:23])[C:20]([O:24][CH3:25])=[C:19]3[C:15]=2[CH2:16][CH2:17][CH2:18]3)=[C:10]([CH2:11][CH3:12])[N:6]([CH2:5][C:4]([OH:28])=[O:3])[N:7]=1)[CH3:27]

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 66812250HCID 66812250, compound

Product 1

HCID 66812659HCID 66812659, compoundYield 75.5%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of [3,5-Diethyl-4-(7-methoxy-6-methyl-indan-4-ylmethyl)-pyrazol-1-yl]-acetic acid ethyl ester of step-III (9.0 gm, 0.0234 mole) in Tetrahydrofuran (40 ml) and Methanol (20 ml), a solution of Sodium hydroxide (1.87 gm, 0.0468 mole) in water (75 ml) was added at 20-30° C. and stirred for 1.5-2 hours. The reaction mixture was poured into water (50 ml) and extracted with Ethyl acetate (2×200 ml). The residual aqueous layer was acidified with dilute Hydrochloric acid. The separated solid was filtered, washed well with water (50 ml) and dried under vacuum at 60-65° C. to yield desired product as off white solid. (6.3 gm).

Workup

  1. extractionextracted with Ethyl acetate (2×200 ml)
  2. filtrationThe separated solid was filtered
  3. washwashed well with water (50 ml)
  4. customdried under vacuum at 60-65° C.

Sources & evidence

ORD record
ord-b657c01fa211498dad1698f2396cde8f
Source dataset
uspto-grants-2013_02
Patent number
US08378118B2

Reaction notes

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