p-Toluenesulfonic acid → Tricyclo(3.3.1.13,7)decane-1-carboxylic acid, methyl ester

HRID 1937243Notes

Reaction equation

HRID 1937243 reaction equation
[C:1]1(C)C=CC(S(O)(=O)=O)=CC=1.[C:12]([C:15]12[CH2:24][CH:19]3[CH2:20][CH:21]([CH2:23][CH:17]([CH2:18]3)[CH2:16]1)[CH2:22]2)([OH:14])=[O:13]>CO>[CH3:1][O:13][C:12]([C:15]12[CH2:24][CH:19]3[CH2:18][CH:17]([CH2:23][CH:21]([CH2:20]3)[CH2:22]1)[CH2:16]2)=[O:14]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 132351-Adamantanecarboxylic acid

Product 1

HCID 136553Tricyclo(3.3.1.13,7)decane-1-carboxylic acid, methyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In the presence of an acid catalyst (p-toluenesulfonic acid), 1-carboxyadamantane obtained in Example 2 was allowed to react with an excess amount of methanol to give 1-methoxycarbonyladamantane.

Sources & evidence

ORD record
ord-19ce1783c9d1447f9f19120b592b80f8
Source dataset
uspto-grants-2002_05
Patent number
US06392104B1

Reaction notes

Loading…