4-Formylbenzoic acid → 4-[(8-cyclohexyl-2,8-diazaspiro[4.5]dec-2-yl)methyl]benzoic Acid

HRID 539403Notes

Reaction equation

HRID 539403 reaction equation
[CH:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1)=O.[CH:12]1([N:18]2[CH2:27][CH2:26][C:21]3([CH2:25][NH:24][CH2:23][CH2:22]3)[CH2:20][CH2:19]2)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1>>[CH:12]1([N:18]2[CH2:19][CH2:20][C:21]3([CH2:25][N:24]([CH2:1][C:3]4[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=4)[CH2:23][CH2:22]3)[CH2:26][CH2:27]2)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 120884-Formylbenzoic acidHCID 675006728-Cyclohexyl-2,8-diazaspiro[4.5]decane

Product 1

HCID 689560974-[(8-cyclohexyl-2,8-diazaspiro[4.5]dec-2-yl)methyl]benzoic AcidYield 169.2%

Procedure

Except for using 4-formylbenzoic acid (112 mg) in place of 4-(diethoxymethyl)benzaldehyde and using 8-cyclohexyl-2,8-diazaspiro[4.5]decane (170 mg) in place of 8-isobutyl-2,8-diazaspiro[4.5]decane, the same operation as in Example 26 was performed to obtain the title compound (450 mg) having the following physical properties.

Sources & evidence

ORD record
ord-fc076d64e21f467488ef9551b511edc1
Source dataset
uspto-grants-2014_10
Patent number
US08871210B2

Reaction notes

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