Hydrochloric Acid → HCID 86625181, compound

HRID 2234185Notes

Reaction equation

HRID 2234185 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][O:10][CH2:11][CH2:12][C:13]([N:15]([CH2:24][CH:25](OCC)[O:26]CC)[CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:14])=[CH:4][CH:3]=1.Cl.ClCCl>O1CCOCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][O:10][CH2:11][CH2:12][C:13]([N:15]([CH2:24][CH:25]=[O:26])[CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:14])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 68704565HCID 68704565, compound

Product 1

HCID 86625181HCID 86625181, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

3-[2-(4-Bromophenyl)ethoxy]-N-(2,2-diethoxyethyl)-N-phenethyl-propanamide (Example 10c) 0.72 g) was dissolved in anhydrous dioxane (15 mL) and treated with concentrated hydrochloric acid (10 mL) and stirred for 1 hour. The reaction mixture was then poured into dichloromethane (15 mL), washed with water (2×30 mL) and brine (30 mL). The organic layer was separated, dried over anhydrous magnesium sulphate, filtered and concentrated to give the sub-titled compound (0.54 g) as a viscous oil.

Workup

  1. washwashed with water (2×30 mL) and brine (30 mL)
  2. customThe organic layer was separated
  3. dry with materialdried over anhydrous magnesium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-1ef0555dd7e94a55bc7e63f97d5ccb9a
Source dataset
uspto-grants-2010_05
Patent number
US07709511B2

Reaction notes

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