3,5-Bis(3-chlorophenyl)-4-(2-hydroxyethoxy)benzoic acid → 4-Methoxybenzoic Acid

HRID 1884735Notes

Reaction equation

HRID 1884735 reaction equation
ClC1C=C([C:8]2[CH:9]=[C:10]([CH:14]=[C:15](C3C=CC=C(Cl)C=3)[C:16]=2[O:17][CH2:18]CO)[C:11]([OH:13])=[O:12])C=CC=1.COC1C=CC(C(OCCCCCCN)=O)=CC=1>>[CH3:18][O:17][C:16]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 222373953,5-Bis(3-chlorophenyl)-4-(2-hydroxyethoxy)benzoic acidHCID 572173864-Methoxybenzoic acid, 6-aminohexyl ester

Product 1

HCID 74784-Methoxybenzoic Acid

Procedure

The product was prepared as a colorless, viscous oil (0.675 g, 71%) from 3,5-bis(3-chlorophenyl)-4-(2-hydroxyethoxy)benzoic acid (0.605 g, 1.5 mmol) and 4-methoxybenzoic acid, 6-aminohexyl ester (0.565 g, 2.25 mmol) using a procedure similar to step 3 of example 164; 1H NMR (400 MHz, DMSO-d6) 1.33-1.46 (m, 4H), 1.50-1.58 (m. 2H),1.65-1.73 (m, 2H), 3.10-3.15 (m, 2H), 3.22-3.30 (m, 4H), 3.80 (s, 3H), 4.21 (t, J=6.6,Hz, 2H), 4.44 (t, J=6.6 Hz, 1H), 6.99-7.03 (m, 2H), 7.45-7.52 (m, 4H), 7.57-7.61 (m, 2H), 7.69 (s, 2H), 7.85-7.91 (m, 4H), 8.56 (t, J=5.5 Hz, 1H); IR (film) 3350, 2940, 1710, 1640, 1605, 1540, 1510, 1275 cm−1; mass spectrum[(+)ESI], m/z 636 (M+H)+.

Sources & evidence

ORD record
ord-d922632e1d9e48bd9c5a4ef0a7d3bc99
Source dataset
uspto-grants-2004_07
Patent number
US06765021B2

Reaction notes

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