Hydrochloric Acid → HCID 178479288, compound

HRID 406279Notes

Reaction equation

HRID 406279 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[O:9][C@@H:10]1[CH2:13][C@H:12]([NH:14]C(=O)OC(C)(C)C)[CH2:11]1.Cl.C(OCC)C>O1CCOCC1>[ClH:1].[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[O:9][C@@H:10]1[CH2:11][C@H:12]([NH2:14])[CH2:13]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 178454127HCID 178454127, compound

Product 1

HCID 178479288HCID 178479288, compoundYield 197%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To 1,1-dimethylethyl {cis-3-[(2,3-dichlorophenyl)oxy]cyclobutyl}carbamate (5.21 g, 15.68 mmol) was added hydrochloric acid in dioxane (4M, 40 mL, 160 mmol) and the reaction mixture stirred in a sealed vessel at room temperature for 1 hour. The mixture was diluted with dioxane (300 mL) and stirred for a further 5 hours. Diethyl ether (300 mL) was then added and the solid collected by filtration and dried under high vacuum overnight to give the title compound (4.149 g)

Workup

  1. stirringstirred for a further 5 hours
  2. filtrationthe solid collected by filtration
  3. customdried under high vacuum overnight

Sources & evidence

ORD record
ord-ed38cf695fb84e9fbbfa27c965a06c7b
Source dataset
uspto-grants-2014_06
Patent number
US08754101B2

Reaction notes

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