Sodium Hydroxide → HCID 11353321, compound

HRID 733558Notes

Reaction equation

HRID 733558 reaction equation
[CH2:1]([O:8][CH2:9][C:10]([N:12]([CH2:26][C:27]1[CH:32]=[CH:31][C:30]([C:33]#[C:34][C:35]2[CH:40]=[CH:39][C:38]([CH2:41][CH2:42][CH2:43][CH3:44])=[CH:37][CH:36]=2)=[CH:29][CH:28]=1)[C:13]1[CH:25]=[CH:24][C:16]2[O:17]C(C)(C)[O:19][C:20](=[O:21])[C:15]=2[CH:14]=1)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CCO>[CH2:1]([O:8][CH2:9][C:10]([N:12]([CH2:26][C:27]1[CH:28]=[CH:29][C:30]([C:33]#[C:34][C:35]2[CH:40]=[CH:39][C:38]([CH2:41][CH2:42][CH2:43][CH3:44])=[CH:37][CH:36]=2)=[CH:31][CH:32]=1)[C:13]1[CH:25]=[CH:24][C:16]([OH:17])=[C:15]([CH:14]=1)[C:20]([OH:21])=[O:19])=[O:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57841363HCID 57841363, compound

Product 1

HCID 11353321HCID 11353321, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The titled compound was prepared following the procedure C using 2-(benzyloxy)-N-{4-[(4-butylphenyl)ethynyl]benzyl}-N-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-6-yl)acetamide and NaOH 5M aq. in die presence of EtOH as a beige powder (67%). 1H NMR (CDCl3, 300 MHz) δ 10.76 (s, 1H), 7.53 (m, 1H), 7.43 (m, 4H), 7.28 (m, 5H), 7.17 (m, 4H), 6.98 (m, 1H), 6.90 (d, J=8.7 Hz, 1H), 4.88 (s, 2H), 4.56 (s, 2H), 3.91 (s, 2H), 2.62 (t, J=7.7 Hz, 2H), 1.61 (m, 2H), 1.37 (m, 2H), 0.93 (t, J=7.4 Hz, 3H). M− (ESI): 546.2; M+ (ESI): 548.3. HPLC, Rt; 5.33 min (Purity: 99%).

Sources & evidence

ORD record
ord-2f941be4644e424da63375abfd69ef4b
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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