Sodium Hydroxide → HCID 14576185, compound

HRID 232145Notes

Reaction equation

HRID 232145 reaction equation
C[O:2][C:3](=[O:24])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[C:13]2[CH2:14][CH2:15][CH2:16][C:12]=2[N:11]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)[N:10]=1.[OH-].[Na+]>CO>[F:23][C:20]1[CH:19]=[CH:18][C:17]([N:11]2[C:12]3[CH2:16][CH2:15][CH2:14][C:13]=3[C:9]([CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]([OH:24])=[O:2])=[N:10]2)=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14576184HCID 14576184, compound

Product 1

HCID 14576185HCID 14576185, compoundYield 81.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of the compound of Example 30 (1.3 g, 4 mmol) in methanol (120 ml) was treated with 1N sodium hydroxide (40 ml) and reacted at ambient temperature for 7 hours. The solution was concentrated, cooled, and acidified. The precipitate was extracted into ethyl acetate, dried and evaporated. The residue was crystallized from ethanol to yield pure title compound (1.03 g), m.p. 64°-67° C.

Workup

  1. customreacted at ambient temperature for 7 hours
  2. concentrationThe solution was concentrated
  3. temperaturecooled
  4. extractionThe precipitate was extracted into ethyl acetate
  5. customdried
  6. customevaporated
  7. customThe residue was crystallized from ethanol

Sources & evidence

ORD record
ord-675f9c41aed74419b4dae26029c1c9de
Source dataset
uspto-grants-1989_07
Patent number
US04851425

Reaction notes

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