Methanol → 3-(1-Cyanocyclobutyl)benzoic acid

HRID 1667844Notes

Reaction equation

HRID 1667844 reaction equation
[C:1]([C:3]1([C:7]2[CH:8]=[C:9]([CH:14]=[CH:15][CH:16]=2)[C:10]([O:12]C)=[O:11])[CH2:6][CH2:5][CH2:4]1)#[N:2].O.[OH-].[Li+].O1CCCC1.CO>O>[C:1]([C:3]1([C:7]2[CH:8]=[C:9]([CH:14]=[CH:15][CH:16]=2)[C:10]([OH:12])=[O:11])[CH2:4][CH2:5][CH2:6]1)#[N:2]

Participants

6

Reactant 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 57441042Methyl 3-(1-cyanocyclobutyl)benzoate

Product 1

HCID 574410433-(1-Cyanocyclobutyl)benzoic acidYield 86.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Using methyl 3-(1-cyanocyclobutyl)benzoate (0.9 g, 4.2 mmol), lithium hydroxide-monohydrate (0.26 g, 6.3 mmol), tetrahydrofuran (9.0 mL), methanol (3.0 mL) and water (4.0 mL) as starting materials and in the same manner as in Reference Example 37, the title compound (0.73 g, 86%) was obtained as a white powder.

Sources & evidence

ORD record
ord-d2401eaf167f427cace42d6d7142cc42
Source dataset
uspto-grants-2011_10
Patent number
US08044049B2

Reaction notes

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