Triethylamine → HCID 19823730, compound

HRID 728285Notes

Reaction equation

HRID 728285 reaction equation
[CH3:1][O:2][CH2:3][C:4](Cl)=[O:5].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2([CH:18]([N:24]([CH3:26])[CH3:25])[CH2:19][CH2:20][CH2:21][CH2:22][OH:23])[CH2:17][CH2:16][CH2:15]2)=[CH:10][CH:9]=1.C(N(CC)CC)C>CCOCC>[CH3:1][O:2][CH2:3][C:4]([O:23][CH2:22][CH2:21][CH2:20][CH2:19][CH:18]([C:14]1([C:11]2[CH:10]=[CH:9][C:8]([Cl:7])=[CH:13][CH:12]=2)[CH2:15][CH2:16][CH2:17]1)[N:24]([CH3:26])[CH3:25])=[O:5]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 96623Methoxyacetyl chlorideHCID 19823687HCID 19823687, compound

Product 1

HCID 19823730HCID 19823730, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Methoxyacetyl chloride was added dropwise to a solution of the product of Example 144 and triethylamine in ether and the mixture stirred for 24 hours and then poured into ice-cold aqueous sodium hydroxide solution. The mixture was extracted with ether and the extract washed, dried and evaporated to give an oil. which was purified by flash chromatography on a silica column using ether as eluant to give 5-[1-(4-chlorophenyl)cyclobutyl]-5-dimethylaminopentyl 2-methoxyacetate as an oil the boiling point of which was not determined.

Workup

  1. additionpoured into ice-cold aqueous sodium hydroxide solution
  2. extractionThe mixture was extracted with ether
  3. washthe extract washed
  4. customdried
  5. customevaporated
  6. customto give an oil
  7. customwhich was purified by flash chromatography on a silica column

Sources & evidence

ORD record
ord-07fd45e3ac354a9cb959326497038093
Source dataset
uspto-grants-1991_09
Patent number
US05047432

Reaction notes

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