Potassium Carbonate → HCID 59692072, compound

HRID 898674Notes

Reaction equation

HRID 898674 reaction equation
C[Si](C#CC1C=C2C(=CC=1)OC(C)(C)CC2(C)C)(C)C.C[Si]([C:25]#[C:26][C:27]1[CH:28]=[C:29]2[C:34](=[C:35]([CH:37]=[O:38])[CH:36]=1)[O:33][C:32]([CH3:40])([CH3:39])[CH2:31][C:30]2([CH3:42])[CH3:41])(C)C.C(=O)([O-])[O-].[K+].[K+]>CO>[C:26]([C:27]1[CH:28]=[C:29]2[C:34](=[C:35]([CH:37]=[O:38])[CH:36]=1)[O:33][C:32]([CH3:40])([CH3:39])[CH2:31][C:30]2([CH3:42])[CH3:41])#[CH:25]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 596920816-Trimethlsilanylethynyl-2,2,4,4-tetramethyl chroman-8-carbaldehydeHCID 69216465trimethyl-[2-(2,2,4,4-tetramethyl-3H-chromen-6-yl)ethynyl]silane

Product 1

HCID 59692072HCID 59692072, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 6-trimethylsilanylethynyl-2,2,4,4-tetramethyl chroman (Compound 43, 1.78 g, 5.4 mmol) in methanol (20 mL) was treated with potassium carbonate (0.745 g, 5.4 mmol) and the resulting reaction mixture was stirred at ambient temperature for 3 h. The reaction mixture was filtered, the filtrate was evaporated in vacuo and the residue was subjected to flash column chromatography over silica gel (230-400 mesh) using 2-5% ethyl acetate in hexane as the eluent to afford the title compound (1.1 g, 85%).

Workup

  1. customthe resulting reaction mixture
  2. filtrationThe reaction mixture was filtered
  3. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-b987f7c7be584d95a9cc8e28a92f5996
Source dataset
uspto-grants-2008_04
Patent number
US07351737B2

Reaction notes

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