Water → 6-Methoxy-2-n-octyl-1,2,3,4-tetrahydroisoquinoline

HRID 2413495

Reaction equation

HRID 2413495 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][N:8]([C:13](=O)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:7][CH2:6]2.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>C(OCC)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][N:8]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:7][CH2:6]2

Participants

5

Reactant 3

HCID 962WaterHCID 201558096-Methoxy-2-capryloyl-1,2,3,4-tetrahydroisoquinolineHCID 21226445Aluminium lithium hydride

Product 1

HCID 201558166-Methoxy-2-n-octyl-1,2,3,4-tetrahydroisoquinoline

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

The amide prepared under (a) is dissolved in 50 ml of dry diethyl ether and added dropwise to a suspension of 1.0 g of lithium aluminum hydride in 100 ml of dry diethyl ether. The mixture is then heated under reflux for 3 hours, 5 ml of water is added cautiously to cause decomposition, with cooling, and inorganic material is filtered off. The oil remaining after removal of the solvent in vacuo is reac-ted further without purification.

Workup

  1. temperatureThe mixture is then heated
  2. temperatureunder reflux for 3 hours
  3. temperaturewith cooling
  4. filtrationinorganic material is filtered off
  5. customafter removal of the solvent in vacuo
  6. customis reac-ted further without purification

Sources & evidence

ORD record
ord-354151d8ec2c420c9e7fe1115fc350ce
Source dataset
uspto-grants-1988_01
Patent number
US04717724

Linked notes

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