Sodium Hydroxide → HCID 11329696, compound

HRID 733570Notes

Reaction equation

HRID 733570 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:41]=[CH:40][C:16]([CH2:17][N:18]([CH2:26][C:27]3[CH:39]=[CH:38][C:30]4[O:31]C(C)(C)[O:33][C:34](=[O:35])[C:29]=4[CH:28]=3)[C:19](=[O:25])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[OH-].[Na+]>CCO>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]#[C:12][C:13]2[CH:41]=[CH:40][C:16]([CH2:17][N:18]([CH2:26][C:27]3[CH:39]=[CH:38][C:30]([OH:31])=[C:29]([CH:28]=3)[C:34]([OH:35])=[O:33])[C:19](=[O:25])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:15][CH:14]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68417752HCID 68417752, compound

Product 1

HCID 11329696HCID 11329696, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The titled compound was prepared following the procedure C using N-{4-[(4-butylphenyl)ethynyl]benzyl}-N-[(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-6-yl)methyl]hexanamide and NaOH 5N in the presence of EtOH as a yellow powder (79%). 1H NMR (CDCl3, 300 MHz) δ 10.85 (s, 1H), 7.90-6.95 (m, 11H), 4.64-4.43 (m, 4H), 2.64 (t, J=7.5 Hz, 2H), 2.48 (m, 2H), 1.75 (m, 2H), 1.62 (m, 2H), 1.33 (m, 6H), 0.94 (t, J=7.2 Hz, 3H), 0.88 (m, 3H). M− (ESI): 510.3; M+ (ESI): 512.4. HPLC, Rt: 5.6 min (Purity: 99%).

Sources & evidence

ORD record
ord-46705d094faf4ebaae4050d3efce7006
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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