Water → HCID 86739131, compound

HRID 1649551Notes

Reaction equation

HRID 1649551 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]1([CH:13]([OH:22])[C:14]#[C:15][CH2:16][N:17]([CH2:20][CH3:21])[CH2:18][CH3:19])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.O>CCOCC>[C:7]1([CH:13]([OH:22])[CH2:14]/[CH:15]=[CH:16]/[N:17]([CH2:18][CH3:19])[CH2:20][CH3:21])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 962WaterHCID 2840585HCID 2840585, compoundHCID 21226445Aluminium lithium hydride2×

Product 1

HCID 86739131HCID 86739131, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To an ethereal solution (1000 ml) of lithium aluminum hydride (57.0 g) was added a solution of N-(4-phenyl-4-hydroxy-2-butynyl)-N,N-diethylamine (164.05 g) in ether (500 ml) with stirring under ice-cooling for 1.5 hours, and then stirring was continued for 5 hours at room temperature. Water was added to the cooled reaction mixture in order to decompose excess lithium aluminum hydride. The precipitates were filtered, and the filtrate was evaporated and distilled to afford N-(4-phenyl-4-hydroxy-2-trans-butenyl)-N,N-diethylamine, b.p., 116°-120° C./0.12 mmHg.

Workup

  1. temperaturecooling for 1.5 hours
  2. stirringstirring
  3. filtrationThe precipitates were filtered
  4. customthe filtrate was evaporated
  5. distillationdistilled

Sources & evidence

ORD record
ord-35f48f243f9f432e9178e7c969dcf7ac
Source dataset
uspto-grants-1983_11
Patent number
US04418079

Reaction notes

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