Chlorodiisopropylphosphine → HCID 178424813, compound

HRID 925037

Reaction equation

HRID 925037 reaction equation
[C:1]([C:5]1[CH:21]=[CH:20][C:8]([C:9]([NH:11][C:12]2[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:19])=[NH:10])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C([Li])CCC.Cl[P:28]([CH:32]([CH3:34])[CH3:33])[CH:29]([CH3:31])[CH3:30]>>[C:1]([C:5]1[CH:21]=[CH:20][C:8]([C:9]([NH:11][C:12]2[C:13]([CH3:19])=[CH:14][CH:15]=[CH:16][C:17]=2[CH3:18])=[N:10][P:28]([CH:32]([CH3:34])[CH3:33])[CH:29]([CH3:31])[CH3:30])=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 538967ChlorodiisopropylphosphineHCID 178418339ButyllithiumHCID 178424805HCID 178424805, compound

Product 1

HCID 178424813HCID 178424813, compound

Procedure

Procedure as described for NP Amidine I using the following amounts: 1.40 g of 4-t-butyl-N1-(2,6-dimethylphenyl)benzamidine (Amidine IV, 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 slightly cloudy yellow oil was isolated (2.04 g, 100%).

Workup

  1. filtrationAfter filtration
  2. customto remove
  3. customlithium chloride and removal of solvent
  4. customa slightly cloudy yellow oil was isolated (2.04 g, 100%)

Sources & evidence

ORD record
ord-6f42fdb073a644d6847b34095e301433
Source dataset
uspto-grants-2016_03
Patent number
US09283555B2

Linked notes

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