Triethylamine → HCID 19823730, compound

HRID 1650963Notes

Reaction equation

HRID 1650963 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 given 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. customwhich was purified by flash chromatography on a silica column

Sources & evidence

ORD record
ord-3274ea47a25b45a7b8a8411594fa73f6
Source dataset
uspto-grants-1990_05
Patent number
US04925879

Reaction notes

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