Acetaldehyde → 1-(hydroxymethyl)-9,10-dimethoxy-1,6,7,11b-tetrahydro-2H,4H-[1,3]oxazino[4,3-a]isoquinoline

HRID 1731737Notes

Reaction equation

HRID 1731737 reaction equation
[OH:1][CH2:2][CH:3]([CH2:18][OH:19])[CH:4]1[C:13]2[C:8](=[CH:9][C:10]([O:16][CH3:17])=[C:11]([O:14][CH3:15])[CH:12]=2)[CH2:7][CH2:6][NH:5]1.[CH:20](=O)C>C(O)C>[OH:1][CH2:2][CH:3]1[CH:4]2[C:13]3[C:8]([CH2:7][CH2:6][N:5]2[CH2:20][O:19][CH2:18]1)=[CH:9][C:10]([O:16][CH3:17])=[C:11]([O:14][CH3:15])[CH:12]=3

Participants

4

Reactant 2

HCID 177AcetaldehydeHCID 136966832-(6,7-Dimethoxy-1,2,3,4-tetrahydro-isoquinolin-1-yl)-propane-1,3-diol

Product 1

HCID 145953501-(hydroxymethyl)-9,10-dimethoxy-1,6,7,11b-tetrahydro-2H,4H-[1,3]oxazino[4,3-a]isoquinoline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.01 mole (2.67 g) of 1-[bis(hydroxymethyl)-methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline is dissolved in 30 ml of ethanol, and the solution is stirred with 0.015 mole of acetaldehyde for one hour. The reaction mixture is evaporated to dryness to yield the aimed compound in a crystalline form.

Workup

  1. customThe reaction mixture is evaporated to dryness

Sources & evidence

ORD record
ord-59e0faa972a344aa8343910e46e58372
Source dataset
uspto-grants-1986_11
Patent number
US04623647

Reaction notes

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