Sodium Hydroxide → HCID 11283382, compound

HRID 733549Notes

Reaction equation

HRID 733549 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:40]=[CH:39][C:16]([CH2:17][N:18]([C:26]3[CH:38]=[CH:37][C:29]4[O:30]C(C)(C)[O:32][C:33](=[O:34])[C:28]=4[CH:27]=3)[C:19](=[O:25])[CH2:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[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:40]=[CH:39][C:16]([CH2:17][N:18]([C:19](=[O:25])[CH2:20][C:21]([CH3:23])([CH3:22])[CH3:24])[C:26]3[CH:38]=[CH:37][C:29]([OH:30])=[C:28]([CH:27]=3)[C:33]([OH:34])=[O:32])=[CH:15][CH:14]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57841349HCID 57841349, compound

Product 1

HCID 11283382HCID 11283382, 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)-3,3-dimethylbutanamide and aqueous NaOH (1M) in the presence of EtOH as a white powder (36%). 1H NMR (McOD, 300 MHz) δ 7.53 (d, J=2.4 Hz, 1H), 7.45 (d, J=8.0 Hz, 2H), 7.43 (d, J=8.0 Hz, 2H), 7.24 (d, J=8.0 Hz, 2H), 7.22 (d, J=8.0 Hz, 2H), 7.09 (dd, J=8.8, 2.4 Hz, 1H), 6.92 (d, J=8.8 Hz, 1H). 4.91 (s, 2H), 2.66 (t, J=7.7 Hz, 2H), 2.13 (s, 2H), 1.64 (m, 2H), 1.40 (m, 2H), 1.01 (s, 9H), 0.97 (t, J=7.5 Hz, 3H). M− (ESI): 496.4. HPLC, Rt: 5.56 min (Purity: 100%).

Sources & evidence

ORD record
ord-426db49906f343f39c0d7bef46e26b72
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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