Sodium Hydroxide → HCID 11180816, compound

HRID 733560Notes

Reaction equation

HRID 733560 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:47]=[CH:46][C:16]([CH2:17][N:18]([C:33]3[CH:45]=[CH:44][C:36]4[O:37]C(C)(C)[O:39][C:40](=[O:41])[C:35]=4[CH:34]=3)[C:19](=[O:32])[C:20]3[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:22][CH:21]=3)=[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:47]=[CH:46][C:16]([CH2:17][N:18]([C:19](=[O:32])[C:20]3[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:22][CH:21]=3)[C:33]3[CH:45]=[CH:44][C:36]([OH:37])=[C:35]([CH:34]=3)[C:40]([OH:41])=[O:39])=[CH:15][CH:14]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57841402HCID 57841402, compound

Product 1

HCID 11180816HCID 11180816, 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)-4-hexylbenzamide and NaOH 5M aq. in the presence of EtOH as a grey powder (43%). 1H NMR (CDCl3, 300 MHz) δ 10.46 (s, 1H), 7.46 (m, 5H), 7.27 (m, 4H), 7.16 (d, J=7.9 Hz, 2H), 7.00 (m, 3H), 6.76 (d, J=9.0 Hz, 1H), 5.10 (s, 2H), 2.62 (t, J=7.6 Hz, 2H), 2.52 (t, J=7.7 Hz, 2), 1.58 (m, 4H), 1.36 (m, 2H), 1.24 (brs, 6H), 0.93 (t, J=7.2 Hz, 3H), 0.85 (t, J=6.8 Hz, 3H). M− (ESI): 586.3; M1(ESI): 588.2. HPLC, Rt: 6.04 min (Purity: 98.3%).

Sources & evidence

ORD record
ord-fa33a58aaba246328493fbb32cd2de29
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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