Methanol → 3-(1-Cyanocyclobutyl)benzoic acid

HRID 1663659Notes

Reaction equation

HRID 1663659 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-c41f62389bfc47ae959e474a8daf52c5
Source dataset
uspto-grants-2011_10
Patent number
US08034812B2

Reaction notes

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