4-Hydroxybenzaldehyde → HCID 15420407, compound

HRID 1665578Notes

Reaction equation

HRID 1665578 reaction equation
O[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.Cl[Si:11](C)([CH3:13])[CH3:12].CN([C:18]1[CH:23]=[CH:22]C=CN=1)C.[CH2:24](N(CC)CC)C>ClCCl>[Si:11]([C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1)([C:23]([CH3:22])([CH3:18])[CH3:24])([CH3:13])[CH3:12]

Participants

6

Reactant 4

HCID 1264-HydroxybenzaldehydeHCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 218852-Dimethylaminopyridine

Product 1

HCID 15420407HCID 15420407, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Hydroxy-benzaldehyde (10 g, 0.082 mol) is dissolved in 100 ml of dichloromethane. There are added to that solution, at ambient temperature, chlorotrimethylsilane (11.72 g, 0.078 mol) as well as dimethylaminopyridine (1 g, 0.008 mol) and triethylamine (23 ml, 0.164 mol). The whole is left at ambient temperature for 48 hours with magnetic stirring, and then the solvent is evaporated off under reduced pressure. The resulting solid is stirred in pure pentane (3×200 ml), and the silylated product is extracted in that manner.

Workup

  1. additionThere are added to that solution, at ambient temperature
  2. customthe solvent is evaporated off under reduced pressure
  3. extractionthe silylated product is extracted in that manner

Sources & evidence

ORD record
ord-3b129639b5bc4217bb95957e395d4f81
Source dataset
uspto-grants-2011_10
Patent number
US08039580B2

Reaction notes

Loading…