Methanol → 3-(1-Cyanocyclobutyl)benzoic acid

HRID 2391155Notes

Reaction equation

HRID 2391155 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-c9965ca5bf0d42d786d6812aa7acee70
Source dataset
uspto-grants-2012_09
Patent number
US08273741B2

Reaction notes

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