Methanol → HCID 19838234, compound

HRID 1381611Notes

Reaction equation

HRID 1381611 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-d69a13515bf94238a9dae672a135c19b
Source dataset
uspto-grants-1989_02
Patent number
US04803225

Reaction notes

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