Dimethylamine → Clemeprol

HRID 866943Notes

Reaction equation

HRID 866943 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:9]=[O:10])=[CH:4][CH:3]=1.[CH3:17][NH:18][CH3:19].[CH2:20](O)C>>[CH3:17][N:18]([CH3:20])[CH2:19][CH:9]([OH:10])[CH:8]([C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 3

HCID 674DimethylamineHCID 702EthanolHCID 11064260HCID 11064260, compound

Product 1

HCID 71985ClemeprolYield 37%

Procedure

p-Chlorophenyl-phenylacetaldehyde (5.68 g.) was reacted with dimethylsulphoxonium methylide and the crude epoxide obtained further reacted with dimethylamine in ethanol by the procedures described in Example 8 to give 3-dimethylamino-1-p-chlorophenyl-1-phenyl-propan-2-ol (2.6g., 37% from aldehyde) as an oil.

Workup

  1. customthe crude epoxide obtained further

Sources & evidence

ORD record
ord-05b4ab6d217641acaadff9ed83fbbb51
Source dataset
uspto-grants-1978_07
Patent number
US04101676

Reaction notes

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