Sodium Hydroxide → HCID 22613056, compound

HRID 844361Notes

Reaction equation

HRID 844361 reaction equation
C([O:3][C:4](=[O:25])[C:5](=[O:24])[CH2:6][C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=2[F:23])[CH:10]=1)=[O:8])C.[OH-].[Na+]>CO.CC(O)=O.C(Cl)Cl>[F:23][C:17]1[CH:18]=[C:19]([F:22])[CH:20]=[CH:21][C:16]=1[CH2:15][C:11]1[CH:10]=[C:9]([C:7](=[O:8])[CH2:6][C:5](=[O:24])[C:4]([OH:25])=[O:3])[CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 69943653HCID 69943653, compound

Product 1

HCID 22613056HCID 22613056, compound

Reagents, catalysts & solvents 1

HCID 21877243DCM MeOH AcOHSolvent

Procedure

In a manner similar to example AIV-2-1, 4-[3-(2,4-difluoro-benzyl)-phenyl]-2,4-dioxo-butyric acid ethyl ester was formed and the crude material was hydrolyzed in a manner similar to example AIV-3-1 using 1N NaOH to afford L2 as a yellow solid. Rf=0.60 (6:6:94 MeOH/AcOH/CH2Cl2). 1H NMR (400 MHz, CDCl3) δ7.85 (m, 2H), 7.45 (m, 2H), 7.13 (m, 2H), 6.82 (m, 2H), 4.03 (s, 2H). mass spec (FAB, M+1) 319 m/e.

Workup

  1. customto afford L2 as a yellow solid

Sources & evidence

ORD record
ord-832c91d7c29041bfbe308a3ed2e8ae5b
Source dataset
uspto-grants-2002_04
Patent number
US06380249B1

Reaction notes

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