Methyl 3-(1-adamantyl)-4-methoxybenzoate → 4-(1-Admantyl)-3-methoxybenzoic acid

HRID 710368Notes

Reaction equation

HRID 710368 reaction equation
[C:1]12([C:11]3[CH:20]=[CH:19][C:14]([C:15]([O:17]C)=[O:16])=[CH:13][C:12]=3[O:21][CH3:22])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.COC(=O)C1C=CC(OC)=C(C23CC4CC(CC(C4)C2)C3)C=1>>[C:1]12([C:11]3[CH:20]=[CH:19][C:14]([C:15]([OH:17])=[O:16])=[CH:13][C:12]=3[O:21][CH3:22])[CH2:10][CH:5]3[CH2:4][CH:3]([CH2:9][CH:7]([CH2:6]3)[CH2:8]1)[CH2:2]2

Participants

3

Reactant 2

HCID 14549070Methyl 3-(1-adamantyl)-4-methoxybenzoateHCID 66726966Methyl 4-(1-admantyl)-3-methoxybenzoate

Product 1

HCID 539605284-(1-Admantyl)-3-methoxybenzoic acidYield 88%

Procedure

When the product of Step A was substituted for methyl-3-(1-admantyl)-4-methoxybenzoate in Example 30, Step B the similar process afforded the title compound in 88% yield. 1H-NMR (CDCl3) 1.7 (s, 6H); 2.01 (s, 3H); 2.06 (s, 6H); 3.81 (s, 3H); 7.19 (d, 1H, J=8.1 Hz); 7.45 (d, 1H, J=1.49 Hz); 7.53 (d, 1H, J=1.61, 8.11 Hz).

Sources & evidence

ORD record
ord-294062331c0f40768507cd9880472210
Source dataset
uspto-grants-2015_11
Patent number
US09181182B2

Reaction notes

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