Sodium Hydroxide → HCID 11465374, compound

HRID 733589Notes

Reaction equation

HRID 733589 reaction equation
[C:1]([C:11]1[CH:35]=[CH:34][C:14]([CH2:15][N:16]([C:27](=[O:33])[CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[C:17]2[CH:18]=[C:19]([CH:24]=[CH:25][CH:26]=2)[C:20]([O:22]C)=[O:21])=[CH:13][CH:12]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[OH-].[Na+]>CO>[C:1]([C:11]1[CH:35]=[CH:34][C:14]([CH2:15][N:16]([C:27](=[O:33])[CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[C:17]2[CH:18]=[C:19]([CH:24]=[CH:25][CH:26]=2)[C:20]([OH:22])=[O:21])=[CH:13][CH:12]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57841351HCID 57841351, compound

Product 1

HCID 11465374HCID 11465374, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The titled compound was prepared following the procedure F using methyl 3-[(4-dec-1-yn-1-ylbenzyl)(hexanoyl)amino]benzoate and NaOH 5N aq in the presence of MeOH as a pale yellow oil (89%). 1H NMR (CDCl3, 300 MHz) δ 8.06 (d, J=7.5 Hz, 1H), 7.82 (s, 1H), 7.43 (m, 1H), 7.31 (d, J=8.3 Hz, 2H), 7.12 (m, 3H), 4.91 (s, 2H), 2.39 (t. J=7.0 Hz, 2H), 2.07 (m, 2H), 1.60 (m, 4H), 1.44 (m, 2H), 1.35-1.17 (m, 12H), 0.86 (m, 6H). M− (ESI): 460.6; M+ (ESI): 462.5. HPLC, Rt: 5.65 min (Purity: 99.5%).

Sources & evidence

ORD record
ord-44a1fc23e033450d83e739ecd6da5ec4
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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