Sodium Hydroxide → HCID 15152249, compound

HRID 231820Notes

Reaction equation

HRID 231820 reaction equation
C[O:2][C:3](=[O:26])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][CH:12]1[C:21]2[C:16](=[CH:17][C:18]([O:24][CH3:25])=[C:19]([O:22][CH3:23])[CH:20]=2)[CH2:15][CH2:14][NH:13]1.[OH-].[Na+]>CO>[CH3:25][O:24][C:18]1[CH:17]=[C:16]2[C:21](=[CH:20][C:19]=1[O:22][CH3:23])[CH:12]([CH2:11][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[CH2:4][C:3]([OH:26])=[O:2])[NH:13][CH2:14][CH2:15]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15152248HCID 15152248, compound

Product 1

HCID 15152249HCID 15152249, compoundYield 47.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2-[(1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolinyl)methyl]benzeneacetic acid methyl ester (Xc, Ex. 12) (1.0 g, 2.8 mmole) 1.0N sodium hydroxide solution and methanol (1 ml) was heated under reflux for 1.5 hr, and filtered after being cooled to room temperature. The filtrate was acidified with dilute hydrochloric acid, and chilled in ice with scratching. A white cotton-like precipitate was collected on a filter and washed with cold water to give the titled product (0.45 g, 41%), mp 129°-145° dec.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1.5 hr
  3. filtrationfiltered
  4. temperaturechilled in ice
  5. customA white cotton-like precipitate was collected on
  6. filtrationa filter
  7. washwashed with cold water

Sources & evidence

ORD record
ord-248490aa0c72476bacec0f786100c1cf
Source dataset
uspto-grants-1989_07
Patent number
US04849420

Reaction notes

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