Chlorodiisopropylphosphine → HCID 178425659, compound

HRID 925040

Reaction equation

HRID 925040 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH:11][C:12](=[NH:20])[C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=1)([CH3:4])([CH3:3])[CH3:2].C([Li])CCC.Cl[P:27]([CH:31]([CH3:33])[CH3:32])[CH:28]([CH3:30])[CH3:29]>>[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH:11][C:12](=[N:20][P:27]([CH:31]([CH3:33])[CH3:32])[CH:28]([CH3:30])[CH3:29])[C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 538967ChlorodiisopropylphosphineHCID 178418339ButyllithiumHCID 178425629HCID 178425629, compound

Product 1

HCID 178425659HCID 178425659, compound

Procedure

Procedure as described for NP Amidine I using the following amounts: 1.33 g of N1-(2-tert-butylphenyl)-4-methylbenzamidine (Amidine VI, 5.0 mmol), 2.50 mL of 2.0 M butyllithium (5.0 mmol), 0.80 mL chlorodiisopropylphosphine (5.0 mmol). After filtration to remove lithium chloride and removal of solvent, a yellow semi-solid was isolated (1.9 g, 100%).

Workup

  1. filtrationAfter filtration
  2. customto remove
  3. customlithium chloride and removal of solvent
  4. customa yellow semi-solid was isolated (1.9 g, 100%)

Sources & evidence

ORD record
ord-85c27c368e1d44bda7eca0942ba92614
Source dataset
uspto-grants-2016_03
Patent number
US09283555B2

Linked notes

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