p-Toluenesulfonic acid → Ethyl 1-adamantanecarboxylate

HRID 1937241Notes

Reaction equation

HRID 1937241 reaction equation
[C:1]1(C)C=CC(S(O)(=O)=O)=C[CH:2]=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]>C(O)C>[CH2:1]([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])[CH3:2]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 132351-Adamantanecarboxylic acid

Product 1

HCID 123141Ethyl 1-adamantanecarboxylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

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 ethanol to give 1-ethoxycarbonyladamantane.

Sources & evidence

ORD record
ord-9f6f009feb844a51bfc69aaedeefd8b8
Source dataset
uspto-grants-2002_05
Patent number
US06392104B1

Reaction notes

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