3,5-Dihydroxyadamantane-1-carboxylic acid → 1-Carboxy-3-hydroxy-5-acryloyloxyadamantane

HRID 1978118

Reaction equation

HRID 1978118 reaction equation
[C:1](OCC12CC3CC(CC(O)(C3)C1)C2)(=[O:4])[CH:2]=[CH2:3].[C:18]([C:21]12[CH2:30][C:25]3([OH:31])[CH2:26][CH:27]([CH2:29][C:23]([OH:32])([CH2:24]3)[CH2:22]1)[CH2:28]2)([OH:20])=[O:19]>>[C:18]([C:21]12[CH2:30][C:25]3([O:31][C:1](=[O:4])[CH:2]=[CH2:3])[CH2:26][CH:27]([CH2:29][C:23]([OH:32])([CH2:24]3)[CH2:22]1)[CH2:28]2)([OH:20])=[O:19]

Participants

3

Reactant 2

HCID 120106473,5-Dihydroxyadamantane-1-carboxylic acidHCID 219967831-Hydroxy-3-(acryloyloxymethyl)adamantane

Product 1

HCID 226500541-Carboxy-3-hydroxy-5-acryloyloxyadamantaneYield 84%

Procedure

The reaction was conducted in the same manner as the step of Example 36 (2) except that 1-carboxy-3,5-dihydroxyadamantane was used instead of the 1,3-dicarboxy-5-adamantanol, and, as a result, a 1-carboxy-3-hydroxy-5-acryloyloxyadamantane (yield: 84%, white solid) was obtained.

Sources & evidence

ORD record
ord-817ef89dd7d44f47bb21758f0968af33
Source dataset
uspto-grants-2001_05
Patent number
US06235851B1

Linked notes

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