Sodium Hydroxide → HCID 21949787, compound

HRID 558301Notes

Reaction equation

HRID 558301 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:25])[CH2:6][N:7]1[C:11]([CH2:12][CH3:13])=[C:10]([O:14][C:15]2[CH:20]=[C:19]([Cl:21])[CH:18]=[C:17]([Cl:22])[CH:16]=2)[C:9]([CH2:23][CH3:24])=[N:8]1>O1CCCC1>[Cl:22][C:17]1[CH:16]=[C:15]([CH:20]=[C:19]([Cl:21])[CH:18]=1)[O:14][C:10]1[C:9]([CH2:23][CH3:24])=[N:8][N:7]([CH2:6][C:5]([OH:25])=[O:4])[C:11]=1[CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10291825HCID 10291825, compound

Product 1

HCID 21949787HCID 21949787, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Aqueous sodium hydroxide solution (1N, 6.2 ml, 6.2 mmol) was added dropwise to a stirred solution of the ester (2 g, 5.6 mmol) of Example 9 in tetrahydrofuran (20 ml) at 0° C. After 1 hour the solvent was removed under reduced pressure and aqueous hydrochloric acid (20 ml) was added with vigorous stirring. The resulting white precipitate was collected by filtration, washed with ether (3×30 ml) and dried in a vacuum pistol at 60° C./10 mmHg to afford the title compound as a white solid (1.5 g), m.p. 157-158° C.

Workup

  1. customAfter 1 hour the solvent was removed under reduced pressure and aqueous hydrochloric acid (20 ml)
  2. additionwas added with vigorous stirring
  3. filtrationThe resulting white precipitate was collected by filtration
  4. washwashed with ether (3×30 ml)
  5. customdried in a vacuum pistol at 60° C./10 mmHg

Sources & evidence

ORD record
ord-efb0a3a7f8fa459a98e46e7fba19ebc4
Source dataset
uspto-grants-2011_11
Patent number
US08063044B2

Reaction notes

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