Chlorodiphenylphosphine → HCID 178425654, compound

HRID 925045Notes

Reaction equation

HRID 925045 reaction equation
[CH3:1][C:2]1[CH:16]=[CH:15][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[NH:7])=[CH:4][CH:3]=1.C([Li])CCC.Cl[P:23]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:7][P:23]([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:15][CH:16]=1

Participants

4

Reactant 3

HCID 66180ChlorodiphenylphosphineHCID 178418339ButyllithiumHCID 178425627HCID 178425627, compound

Product 1

HCID 178425654HCID 178425654, compound

Procedure

Procedure as described for NP Amidine I using the following amounts: 1.05 g of 4-methyl-N1-phenylbenzamidine (Amidine IX, 5.0 mmol), 2.50 mL of 2.0 M butyllithium (5.0 mmol), 0.93 mL chlorodiphenylphosphine (5.0 mmol). After filtration to remove lithium chloride and removal of solvent, the residue was treated with 20 mL of pentane. The yellow solid was collected and dried (1.85 g, 94%).

Workup

  1. filtrationAfter filtration
  2. customto remove
  3. customlithium chloride and removal of solvent
  4. additionthe residue was treated with 20 mL of pentane
  5. customThe yellow solid was collected
  6. customdried (1.85 g, 94%)

Sources & evidence

ORD record
ord-56968723ea0c43f1bfa04fa8f5cf6e4b
Source dataset
uspto-grants-2016_03
Patent number
US09283555B2

Reaction notes

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