Red-Al → HCID 54024209, compound

HRID 846201Notes

Reaction equation

HRID 846201 reaction equation
[CH3:1][N:2]([CH3:17])[CH:3]([C:10]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=1)[CH2:4][C:5](OCC)=[O:6].COCCO[AlH2-]OCCOC.[Na+]>>[CH3:17][N:2]([CH3:1])[CH:3]([C:10]1[CH:11]=[CH:12][C:13]([F:16])=[CH:14][CH:15]=1)[CH2:4][CH2:5][OH:6]

Participants

3

Reactant 2

HCID 16684438Red-AlHCID 19884924HCID 19884924, compound

Product 1

HCID 54024209HCID 54024209, compoundYield 100.9%

Procedure

Ethyl 3-dimethylamino-3-(4-fluorophenyl)propionate (2.8 g) (0.011 mol) was dissolved in a suitable solvent and reduced in the presence of Red-Al (3.4M solution of sodium bis(2-methoxyethoxy)aluminum hydride in toluene from Aldrich Chemical Company, Milwaukee, Wis.). The reaction mixture was concentrated under vacuum to provide 2.19 g of 3-dimethylamino-3-(4-fluorophenyl)propanol as a solid.

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-53f6f32a9f964b6e83ea3f2fdd810b9b
Source dataset
uspto-grants-1992_08
Patent number
US05135947

Reaction notes

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