Hydrochloric Acid → 7-(1-methyl-1H-tetrazol-5-yl)-2,3-dihydro-1-benzoxepine-4-carboxylic acid

HRID 1388048Notes

Reaction equation

C[N:2]1[NH:6][N:5]=[C:4]([C:7]2[CH:8]=[CH:9][C:10]3[O:16][CH2:15][CH2:14][C:13]([C:17]([O:19]C)=[O:18])=[CH:12][C:11]=3[CH:21]=2)[NH:3]1.[OH-].[Na+].Cl.[CH3:25]O>C1COCC1>[CH3:25][N:3]1[C:4]([C:7]2[CH:8]=[CH:9][C:10]3[O:16][CH2:15][CH2:14][C:13]([C:17]([OH:19])=[O:18])=[CH:12][C:11]=3[CH:21]=2)=[N:5][N:6]=[N:2]1

Participants

Conditions

Temperature: 50 °C

Procedure

In methanol (3 ml) and THF (3 ml) was dissolved methyl 7-(2-methyl-1H-tetrazol-5-yl)-2,3-dihydro-1-benzoxepine-4-carboxylate (76 mg, 0.27 mmol), and to the mixture was added 1N sodium hydroxide solution (0.8 ml). The mixture was stirred at 50° C. for 4 hours, and to the mixture was added, under ice-cooling, 1N hydrochloric acid (0.8 ml). The mixture was concentrated under reduced pressure, and to the residue was added water. Insoluble materials were filtered, which were washed with water and dried under reduced pressure to give 7-(1-methyl-1H-tetrazol-5-yl)-2,3-dihydro-1-benzoxepine-4-carboxylic acid (69 mg, 0.25 mmol, 95%).

Workup

additionto the mixture was added, under ice-
temperaturecooling
concentrationThe mixture was concentrated under reduced pressure
additionto the residue was added water
filtrationInsoluble materials were filtered
washwhich were washed with water
customdried under reduced pressure

Sources & evidence

ORD record: ord-6a9d1e5a2c754c798031d23615295581
Source dataset: uspto-grants-2001_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06268354B1

Reaction notes

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