Hydrochloric Acid → HCID 12137002, compound

HRID 1870046Notes

Reaction equation

HRID 1870046 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[C:8]2[C:13](=[C:14]([C:16]#[C:17][Si](C)(C)C)[CH:15]=1)[O:12][C:11]([CH3:23])([CH3:22])[CH2:10][C:9]2([CH3:25])[CH3:24])=[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]([CH3:23])([CH3:22])[CH2:10][C:9]2([CH3:24])[CH3:25])#[CH:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12137001HCID 12137001, compound2×

Product 1

HCID 12137002HCID 12137002, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl-8-trimethylsilanylethynyl-2,2,4,4-tetramethylchroman-6-carboxylate (Intermediate 209, 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 ˜15 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-ff350bff2229467692a97d5ae5301201
Source dataset
uspto-grants-2009_12
Patent number
US07638648B2

Reaction notes

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