Hydrochloric Acid → HCID 12137002, compound

HRID 898655Notes

Reaction equation

HRID 898655 reaction equation
C([C:3]1(C#C)[C:12]([CH3:14])([CH3:13])[C:11]2[C:6](=[C:7]([Si](C)(C)C)[CH:8]=[C:9]([C:15]([O-:17])=[O:16])[CH:10]=2)[O:5][C:4]1([CH3:23])[CH3:22])C.[OH-].[Na+].Cl.[CH2:29](O)[CH3:30]>>[C:29]([C:7]1[CH:8]=[C:9]([C:15]([OH:17])=[O:16])[CH:10]=[C:11]2[C:6]=1[O:5][C:4]([CH3:22])([CH3:23])[CH2:3][C:12]2([CH3:13])[CH3:14])#[CH:30]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 86590165HCID 86590165, compound2×

Product 1

HCID 12137002HCID 12137002, compoundYield 84%

Procedure

A solution of ethyl-8-trimethylsilanyl-ethynyl-2,2,4,4-tetramethylchroman-6-carboxylate (Compound 25, 0.525 g, 1.47 mmol) in ethanol (5 mL) was treated with 2N aqueous sodium hydroxide solution (5 mL, 10 mmol) and 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 brown solid (0.316 g, 84%).

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-2659d79ade624eb99d47bebc73c5ac37
Source dataset
uspto-grants-2008_04
Patent number
US07351737B2

Reaction notes

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