Methanol → HCID 19838234, compound

HRID 2414014Notes

Reaction equation

HRID 2414014 reaction equation
[C:1]1([CH2:7][CH2:8][NH:9][C:10]([C:12]2[CH:21]=[CH:20][C:15]([C:16]([O:18]C)=[O:17])=[CH:14][CH:13]=2)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CO.[OH-].[Na+]>O>[C:1]1([CH2:7][CH2:8][NH:9][C:10]([C:12]2[CH:13]=[CH:14][C:15]([C:16]([OH:18])=[O:17])=[CH:20][CH:21]=2)=[O:11])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 17178178HCID 17178178, compound

Product 1

HCID 19838234HCID 19838234, compoundYield 94.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The product from step (a) (23.5 g 83 mmoles) was dissolved in refluxing methanol (250 ml) and a solution of sodium hydroxide (6.64 g, 166 mmoles) in water (10 ml) was added. The solid, which separated almost immediately, was filtered off, dissolved in water and acidified. The precipitate was separated, washed with water, dried and triturated with ether to give the sub-title acid (21.1 g) as a white solid mp 237°-238.5°.

Workup

  1. customThe solid, which separated almost immediately
  2. filtrationwas filtered off
  3. dissolutiondissolved in water
  4. customThe precipitate was separated
  5. washwashed with water
  6. customdried
  7. customtriturated with ether

Sources & evidence

ORD record
ord-4c9b59b2d3634b6e9536fd4acca3d776
Source dataset
uspto-grants-1988_01
Patent number
US04720586

Reaction notes

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