HCID 57884497, compound → 3-[4-(4-Acetyl-3-hydroxy-2-propyl-phenoxymethyl)-benzoyl]-benzoic acid

HRID 1717744Notes

Reaction equation

HRID 1717744 reaction equation
[C:1]([C:4]1[CH:28]=[CH:27][C:7]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([CH:16]([OH:26])[C:17]3[CH:18]=[C:19]([CH:23]=[CH:24][CH:25]=3)[C:20]([OH:22])=[O:21])=[CH:12][CH:11]=2)=[C:6]([CH2:29][CH2:30][CH3:31])[C:5]=1[OH:32])(=[O:3])[CH3:2].C(C1C=CC(OCC2C=CC(C(C3C=C(C=CC=3)C#N)=O)=CC=2)=C(CCC)C=1O)(=O)C>>[C:1]([C:4]1[CH:28]=[CH:27][C:7]([O:8][CH2:9][C:10]2[CH:11]=[CH:12][C:13]([C:16]([C:17]3[CH:18]=[C:19]([CH:23]=[CH:24][CH:25]=3)[C:20]([OH:22])=[O:21])=[O:26])=[CH:14][CH:15]=2)=[C:6]([CH2:29][CH2:30][CH3:31])[C:5]=1[OH:32])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 57884497HCID 57884497, compoundHCID 666995563-[4-(4-Acetyl-3-hydroxy-2-propyl-phenoxymethyl)-benzoyl]-benzonitrile

Product 1

HCID 578844793-[4-(4-Acetyl-3-hydroxy-2-propyl-phenoxymethyl)-benzoyl]-benzoic acidYield 100%

Procedure

The title compound is prepared essentially as described for 3-{[4-(4-acetyl-3-hydroxy-2-propyl-phenoxymethyl)-phenyl]-hydroxy-methyl}-benzoic acid employing 3-[4-(4-acetyl-3-hydroxy-2-propyl-phenoxymethyl)-benzoyl]-benzonitrile, to give the title compound (52 mg, 100%), as a white powder. 1H NMR (DMSO-d6) δ 13.34 (bs, 1H), 12.89 (s, 1H), 8.22-8.26 (m, 2H), 8.01 (d, 1H), 7.82-7.87 (m, 3H), 7.75 (t, 1H), 7.65-7.68 (m, 2H), 6.75 (d, 1H), 5.42 (s, 2H), 2.60-2.68 (m, 5H), 1.50-1.55 (m, 2H), 0.91 (t, 3H). LCMS M−1 431.

Workup

  1. customThe title compound is prepared essentially

Sources & evidence

ORD record
ord-b5b348ad0cdf4dcd999caf2004f3265c
Source dataset
uspto-grants-2010_09
Patent number
US07803938B2

Reaction notes

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