Chlorodiphenylphosphine → HCID 178420372, compound

HRID 925054Notes

Reaction equation

HRID 925054 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][NH:9][C:10](=[NH:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:3][CH2:2]1.C([Li])CCC.Cl[P:24]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[O:1]1[CH2:2][CH2:3][N:4]([CH2:7][CH2:8][NH:9][C:10](=[N:17][P:24]([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:5][CH2:6]1

Participants

4

Reactant 3

HCID 66180ChlorodiphenylphosphineHCID 178418339ButyllithiumHCID 178512208HCID 178512208, compound

Product 1

HCID 178420372HCID 178420372, compoundYield 64%

Procedure

Procedure as described for NP Amidine XVII using the following amounts: 1.17 g of N1-(2-morpholinoethyl)benzamidine (Amidine XV, 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 oily product was treated with 20 mL of pentane. Removal of the pentane yielded 1.33 g of off-white solid (64%).

Workup

  1. filtrationAfter filtration
  2. customto remove
  3. customlithium chloride and removal of solvent
  4. additionthe oily product was treated with 20 mL of pentane
  5. customRemoval of the pentane

Sources & evidence

ORD record
ord-02c5bff5b7b34450ba577d3a7106238c
Source dataset
uspto-grants-2016_03
Patent number
US09283555B2

Reaction notes

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