Methanol → HCID 20227709, compound

HRID 1731518Notes

Reaction equation

HRID 1731518 reaction equation
Cl.[Cl:2][CH2:3][CH:4]([CH2:19]Cl)[CH:5]1[C:14]2[C:9](=[CH:10][C:11]([O:17][CH3:18])=[C:12]([O:15][CH3:16])[CH:13]=2)[CH2:8][CH2:7][NH:6]1.CO.[OH-].[Na+].[I-:25].[Na+]>CC(C)=O>[IH:25].[Cl:2][CH2:3][CH:4]1[CH:5]2[C:14]3[C:9]([CH2:8][CH2:7][N:6]2[CH2:19]1)=[CH:10][C:11]([O:17][CH3:18])=[C:12]([O:15][CH3:16])[CH:13]=3

Participants

6

Reactant 4

HCID 887MethanolHCID 5238Sodium IodideHCID 14798Sodium HydroxideHCID 13841660HCID 13841660, compound

Product 1

HCID 20227709HCID 20227709, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5.1 g (0.015 mole) of 1-[bis(chloromethyl)-methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride are suspended in 24 ml of acetone. 6.0 ml of methanol containing 10% (0.015 mole) of sodium hydroxide are added to the suspension, whereupon the solution is filtered after 5 minutes. 2.3 g (0.0153 mole) of sodium iodide are added to the filtrate, which is allowed to stand for two days and the crystals separated out are filtered out by glass filter. Crystallization from a mixture of acetone and ether yields the aimed compound in the form of pale-beige crystals with a melting point of 202° to 205° C.

Workup

  1. filtrationis filtered after 5 minutes
  2. customthe crystals separated out
  3. filtrationare filtered out by glass
  4. filtrationfilter
  5. customCrystallization
  6. additionfrom a mixture of acetone and ether

Sources & evidence

ORD record
ord-148e0162a0454ce6b18b9d936f6e9be3
Source dataset
uspto-grants-1986_11
Patent number
US04622327

Reaction notes

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