Hydrochloric Acid → N-(2-Oxoethyl)-3-phenethyloxy-N-phenyl-propanamide

HRID 2234174Notes

Reaction equation

C([O:3][CH:4](OCC)[CH2:5][N:6]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:7](=[O:19])[CH2:8][CH2:9][O:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)C.Cl.ClCCl>O1CCOCC1>[O:3]=[CH:4][CH2:5][N:6]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:7](=[O:19])[CH2:8][CH2:9][O:10][CH2:11][CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

Conditions

Temperature: 0 °C

Procedure

N-(2,2-Diethoxyethyl)-3-phenethyloxy-N-phenyl-propanamide (Example 6a), 0.11 g) was dissolved in anhydrous dioxane (5 mL) and cooled to 0° C. Concentrated hydrochloric acid (0.3 mL) was added dropwise to the stirred solution at 0° C. The resultant reaction mixture was stirred at 0° C. for 2 hours. The reaction mixture was then poured into dichloromethane (10 mL) and washed with water (2×10 mL) and brine (10 mL). The organic layer was isolated, dried over anhydrous magnesium sulphate, filtered and concentrated to give the sub-titled compound (0.07 g) as a viscous oil.

Workup

customThe resultant reaction mixture
washwashed with water (2×10 mL) and brine (10 mL)
customThe organic layer was isolated
dry with materialdried over anhydrous magnesium sulphate
filtrationfiltered
concentrationconcentrated

Sources & evidence

ORD record: ord-de067b28e0094caca3bfcb6554d075ea
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07709511B2

Reaction notes

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