Lithium Hydroxide → HCID 22613147, compound

HRID 844353Notes

Reaction equation

HRID 844353 reaction equation
C([O:3][C:4](=[O:31])[C:5](=[O:30])[CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([N:15]([CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][CH:10]=1)=[O:8])C.[Li+].[OH-]>C1COCC1>[CH2:23]([N:15]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:12]1[CH:13]=[CH:14][C:9]([C:7](=[O:8])[CH2:6][C:5](=[O:30])[C:4]([OH:31])=[O:3])=[CH:10][CH:11]=1)[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 9866532HCID 9866532, compound

Product 1

HCID 22613147HCID 22613147, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a manner similar to example AI-2-1, 4-(4-dibenzylaminophenyl)-2,4-dioxobutanoic acid ethyl ester (0.29 g, 0.7 mmol) was hydrolyzed using 0.58 ml 1N LiOH in 5 ml THF to afford 0.237 g (87%) of AIV-3-1 as an orange solid. MP=161-162° C. 1H NMR (400 MHz, CDCl3) δ4.76 (s, 4H), 6.79 (d, 2H, J=9.34 Hz), 6.99 (s, 1H), 7.20 (d, 4H, J=6.78 Hz), 7.30 (t, 2H, J=7.14 Hz), 7.35 (t, 4H, J=7.33 Hz), 7.86 (d, 2H, J=9.15 Hz).

Workup

  1. customto afford 0.237 g (87%) of AIV-3-1 as an orange solid

Sources & evidence

ORD record
ord-02852066a14c433d92efee25bcb620ba
Source dataset
uspto-grants-2002_04
Patent number
US06380249B1

Reaction notes

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