Sodium Bicarbonate → [1-(4-Fluoro-phenyl)-4-oxo-cyclohexyl]-carbamic acid benzyl ester

HRID 2370296Notes

Reaction equation

HRID 2370296 reaction equation
[CH2:1]([O:8][C:9](=[O:28])[NH:10][C:11]1([C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)[CH2:20][CH2:19][C:14]2(OCC[O:15]2)[CH2:13][CH2:12]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)(O)[O-].[Na+]>CC(C)=O.Cl>[CH2:1]([O:8][C:9](=[O:28])[NH:10][C:11]1([C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)[CH2:20][CH2:19][C:14](=[O:15])[CH2:13][CH2:12]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 59226068[8-(4-Fluoro-phenyl)-1,4-dioxa-spiro[4.5]dec-8-yl]-carbamic acid benzyl ester

Product 1

HCID 59226032[1-(4-Fluoro-phenyl)-4-oxo-cyclohexyl]-carbamic acid benzyl ester

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 313Hydrochloric AcidSolvent

Procedure

2.75 g of [8-(4-Fluoro-phenyl)-1,4-dioxa-spiro[4.5]dec-8-yl]-carbamic acid benzyl ester (76) were dissolved in 30 mL of acetone and 15 mL of 5N HCl. When conversion was complete, the mixture was carefully poured into sat. sodium bicarbonate solution. The aqueous layer was extracted twice with dichloromethane,

Workup

  1. extractionThe aqueous layer was extracted twice with dichloromethane

Sources & evidence

ORD record
ord-216b874459db4ab0844e900a293af86e
Source dataset
uspto-grants-2014_04
Patent number
US08710077B2

Reaction notes

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