HCID 86717340, compound → HCID 86717339, compound

HRID 527123Notes

Reaction equation

HRID 527123 reaction equation
[Si]([O:8][C:9]1[CH:14]=[C:13]([CH:15]([CH3:17])[CH3:16])[CH:12]=[CH:11][C:10]=1[C:18]1([O:29][CH3:30])[C:26](=[O:27])[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19]1=[O:28])(C(C)(C)C)(C)C>C1COCC1>[OH:8][C:9]1[CH:14]=[C:13]([CH:15]([CH3:17])[CH3:16])[CH:12]=[CH:11][C:10]=1[C:18]1([O:29][CH3:30])[C:19](=[O:28])[C:20]2[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:26]1=[O:27]

Participants

3

Reactant 1

HCID 86717340HCID 86717340, compound

Product 1

HCID 86717339HCID 86717339, compoundYield 27%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-(2-(tert-butyldimethylsilyloxy)-4-isopropylphenyl)-2-methoxy-1H-indene-1,3(2H)-dione (0.2 g, 0.47 mmol) was completely dissolved in anhydrous THF (10 ml). This solution was added with quaternary ammonium fluoride (0.27 g, 1.04 mmol), and stirred at room temperature for 1 hr. The reaction mixture was concentrated, and extracted with ethylacetate, and the concentrated organic layer was purified using column chromatography (ethylacetate:hexane=1:4) to afford the title compound (38 mg, 27%).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. extractionextracted with ethylacetate
  3. customthe concentrated organic layer was purified

Sources & evidence

ORD record
ord-cc7738d259cd4c418805d26652c30c18
Source dataset
uspto-grants-2016_05
Patent number
US09346749B2

Reaction notes

Loading…