Sodium Hydroxide → 4-{[{4-[(4-Butylphenyl)ethynyl]benzyl}(hexanoyl)amino]methyl}benzoic acid
Reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:38]=[CH:37][C:16]([CH2:17][N:18]([CH2:26][C:27]3[CH:36]=[CH:35][C:30]([C:31]([O:33]C)=[O:32])=[CH:29][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+]>>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]#[C:12][C:13]2[CH:38]=[CH:37][C:16]([CH2:17][N:18]([CH2:26][C:27]3[CH:36]=[CH:35][C:30]([C:31]([OH:33])=[O:32])=[CH:29][CH:28]=3)[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
3
Procedure
The titled compound was prepared following the procedure F using methyl 4-{[{4-[(4-butylphenyl)ethynyl]benzyl}(hexanoyl)amino]methyl}benzoate and NaOH 1M as a brown oil (95%). 1HNMR (CDCl3, 300 MHz) δ 8.14-8.01 (m, 2H), 7.56-7.40 (m, 4H), 7.34-7.22 (m, 2H), 7.21-7.07 (m, 4H), 4.69-4.58 (m, 2H), 4.54-4.43 (m, 2H), 2.62 (m, 2H), 2.48-2.33 (m, 2H), 1.80-1.53 (m, 4H), 1.43-1.15 (m, 6H), 0.97-0.78 (m, 6H). M− (ESI): 494.4; M+ (ESI): 496.4. HPLC, Rt: 5.54 min (Purity: 98%).
Sources & evidence
- ORD record
- ord-b82861566e654d6b9fece66b1b1787a1
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07589232B2
Reaction notes
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