Hydrochloric Acid → HCID 59692077, compound

HRID 898680Notes

Reaction equation

HRID 898680 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[C:8]2[C:13](=[C:14]([C:16]#[N:17])[CH:15]=1)[O:12][C:11]([CH3:19])([CH3:18])[CH2:10][C:9]2([CH3:21])[CH3:20])=[O:5])C.[OH-].[Na+].Cl>C(O)C>[C:16]([C:14]1[CH:15]=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=[C:8]2[C:13]=1[O:12][C:11]([CH3:18])([CH3:19])[CH2:10][C:9]2([CH3:20])[CH3:21])#[N:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59692073HCID 59692073, compound2×

Product 1

HCID 59692077HCID 59692077, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl-8-cyano-2,2,4,4-tetramethylchroman-6-carboxylate (Compound 29, 1.36 g, 4.73 mmol) in ethanol (14 mL) was treated with 3N aqueous sodium hydroxide solution (3 mL, 15 mmol) and was stirred at ambient temperature for 3 h. The resulting solution was adjusted to pH˜5 with 10% aqueous hydrochloric acid and extracted with ethyl acetate. The organic phase was dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to afford the title product as a white solid (1.15 g, 94%).

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-0f4cf468228b4f6bafbe67617f0a6a64
Source dataset
uspto-grants-2008_04
Patent number
US07351737B2

Reaction notes

Loading…