Chlorodiisopropylphosphine → HCID 178425657, compound

HRID 925046Notes

Reaction equation

HRID 925046 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]([CH:27]([CH3:29])[CH3:28])[CH:24]([CH3:26])[CH3:25]>>[CH:24]([P:23]([CH:27]([CH3:29])[CH3:28])[N:7]=[C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:5]1[CH:4]=[CH:3][C:2]([CH3:1])=[CH:16][CH:15]=1)([CH3:26])[CH3:25]

Participants

4

Reactant 3

HCID 538967ChlorodiisopropylphosphineHCID 178418339ButyllithiumHCID 178425627HCID 178425627, compound

Product 1

HCID 178425657HCID 178425657, 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), 0.80 mL chlorodiisopropylphosphine (5.0 mmol). After filtration to remove lithium chloride and removal of solvent, a yellow oil was isolated (1.62 g, 99%).

Workup

  1. filtrationAfter filtration
  2. customto remove
  3. customlithium chloride and removal of solvent
  4. customa yellow oil was isolated (1.62 g, 99%)

Sources & evidence

ORD record
ord-7641e07f993a4c4eb14bc53841ae634e
Source dataset
uspto-grants-2016_03
Patent number
US09283555B2

Reaction notes

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