2,2-Dimethoxypropane → 8-Bromo-2-(2,2-dimethyl-1,3-dioxolan-4-yl)quinoline

HRID 339670Notes

Reaction equation

HRID 339670 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([CH:12]([OH:15])[CH2:13][OH:14])[CH:8]=[CH:7]2.CO[C:18](OC)([CH3:20])[CH3:19].O.[O-2].[O-2].[O-2].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.[Al+3].[Al+3]>CC(C)=O>[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([CH:12]1[CH2:13][O:14][C:18]([CH3:20])([CH3:19])[O:15]1)[CH:8]=[CH:7]2

Participants

5

Reactant 3

HCID 64952,2-DimethoxypropaneHCID 672345141-(8-Bromoquinolin-2-yl)ethane-1,2-diolHCID 71586775Bentonite

Product 1

HCID 672343698-Bromo-2-(2,2-dimethyl-1,3-dioxolan-4-yl)quinoline

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To 1-(8-bromoquinolin-2-yl)ethane-1,2-diol (505 mg, 1.88 mmol) in acetone (5 mL) and 2,2-dimethoxypropane (5 mL, 1.88 mmol) was added Montmorillonite K 10 (1 g). The reaction mixture was stirred for 2 hours, then filtered and concentrated to give crude product.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. customto give crude product

Sources & evidence

ORD record
ord-8ae0cdbdbda24f8f9fb12dcb9ae8e45b
Source dataset
uspto-grants-2014_11
Patent number
US08895550B2

Reaction notes

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