Hydrochloric Acid → HCID 14391175, compound

HRID 1381517Notes

Reaction equation

HRID 1381517 reaction equation
Br[CH:2]([CH3:11])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[CH3:12][O:13][CH2:14][CH2:15][NH2:16].[ClH:17]>CCOCC>[ClH:17].[CH3:12][O:13][CH2:14][CH2:15][NH:16][CH:2]([CH3:11])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 80182-MethoxyethylamineHCID 164522-Bromopropiophenone

Product 1

HCID 14391175HCID 14391175, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Procedure

A solution of α-bromopropiophenone (2.13 g, 0.010 mole) in ether (10 ml) was added dropwise to a stirred solution of 2-methoxyethylamine (1.50 g, 0.020 mole) in ether (20 ml). The mixture was then stirred at ambient temperature for 18 hr. The ether layer was decanted from an insoluble oil, washed with water (20 ml), and then extracted with 2N hydrochloric acid solution (20 ml). The acid extract was basified to pH 10 with 6N sodium hydroxide solution, and this solution extracted with ether (50 ml). The extract was dried over magnesium sulfate and concentrated to give a clear yellow oil. The oil was dissolved in ether and treated with excess ethereal hydrogen chloride. The product separated from solution as an oil, but solidified upon trituration. The yield was 0.85 g (35%), m.p. 133°-134° C.

Workup

  1. customThe ether layer was decanted from an insoluble oil
  2. washwashed with water (20 ml)
  3. extractionextracted with 2N hydrochloric acid solution (20 ml)
  4. extractionThe acid extract
  5. extractionthis solution extracted with ether (50 ml)
  6. dry with materialThe extract was dried over magnesium sulfate
  7. concentrationconcentrated
  8. customto give a clear yellow oil
  9. customThe product separated from solution as an oil

Sources & evidence

ORD record
ord-3855f06af0ad43e7adf6989325482590
Source dataset
uspto-grants-1989_02
Patent number
US04803200

Reaction notes

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