Water → HCID 21078429, compound

HRID 1374912Notes

Reaction equation

HRID 1374912 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([O:9][CH:10]([CH2:15][CH3:16])[C:11]([O:13]C)=[O:12])[CH:6]=[N:7][CH:8]=1)#[N:2].[OH-].[Na+].O>CC(O)C>[C:1]([C:3]1[CH:4]=[C:5]([O:9][CH:10]([CH2:15][CH3:16])[C:11]([OH:13])=[O:12])[CH:6]=[N:7][CH:8]=1)#[N:2]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 21078439Methyl 2-(5-cyano-3-pyridyloxy)butyrate

Product 1

HCID 21078429HCID 21078429, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The product from Step 1 (0.29 g) was dissolved in propan-2-ol (5 ml) containing sodium hydroxide (0.053 g) and water (2 ml). The mixture was stirred at ambient temperature for 20 minutes, evaporated under reduced pressure to a small volume and diluted with water. The solution was acidified with dilute aqueous hydrochloric acid and extracted with ethyl acetate (three times). The extracts were combined, washed with water (three times), dried over magnesium sulphate and evaporated under reduced pressure to give the required product, 0.25 g, as a gum.

Workup

  1. customevaporated under reduced pressure to a small volume
  2. additiondiluted with water
  3. extractionextracted with ethyl acetate (three times)
  4. washwashed with water (three times)
  5. dry with materialdried over magnesium sulphate
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-daa26ae21a3d4d0589df7f32e6aef40b
Source dataset
uspto-grants-2007_01
Patent number
US07166621B2

Reaction notes

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