Sodium Hydroxide → HCID 86615870, compound

HRID 1867420Notes

Reaction equation

HRID 1867420 reaction equation
C[O:2][C:3](=[O:14])/[CH:4]=[CH:5]/[C:6]1[CH:7]=[N:8][C:9]([Cl:13])=[C:10]([Cl:12])[CH:11]=1.[OH-].[Na+]>CO>[Cl:12][C:10]1[CH:11]=[C:6](/[CH:5]=[CH:4]/[C:3]([OH:14])=[O:2])[CH:7]=[N:8][C:9]=1[Cl:13]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59242474HCID 59242474, compound

Product 1

HCID 86615870HCID 86615870, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(E)-3-(5,6-Dichloro-pyridin-3-yl)-acrylic acid methyl ester (1.54 g, 7 mmol) was suspended in MeOH (20 ml) and aqueous sodium hydroxide (1.1 ml, 6M, 7 mmol) added. The mixture was heated to reflux for 20 min after which time the reaction was concentrated, the residue taken up in water and the pH adjusted to 1 by addition of 1M HCl. The product could then be isolated by filtration affording the title compound (1.11 g, 77%) as a white solid. MS: 216.0 (M−H−2Cl).

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 20 min after which time the reaction
  3. concentrationwas concentrated
  4. additionthe pH adjusted to 1 by addition of 1M HCl
  5. customThe product could then be isolated by filtration

Sources & evidence

ORD record
ord-1aa72663dcf64d5fa37b8607c68171ca
Source dataset
uspto-grants-2009_12
Patent number
US07632829B2

Reaction notes

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