Chlorodiphenylphosphine → HCID 178440938, compound

HRID 925041Notes

Reaction equation

[C:1]([C:5]1[CH:23]=[CH:22][C:8]([C:9]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:18]([CH3:21])([CH3:20])[CH3:19])=[NH:10])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C([Li])CCC.Cl[P:30]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>>[C:1]([C:5]1[CH:23]=[CH:22][C:8]([C:9]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:18]([CH3:21])([CH3:20])[CH3:19])=[N:10][P:30]([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 3

HCID 66180Chlorodiphenylphosphine

HCID 178418339Butyllithium

HCID 178440935HCID 178440935, compound

Product 1

HCID 178440938HCID 178440938, compound

Procedure

Procedure as described for NP Amidine I using the following amounts: 1.54 g of 4-tert-butyl-N1-(2-tert-butylphenyl)benzamidine (Amidine VII, 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, a yellow solid was collected and dried (2.31 g, 94%).

Workup

filtrationAfter filtration
customto remove
customlithium chloride and removal of solvent
customa yellow solid was collected
customdried (2.31 g, 94%)

Sources & evidence

ORD record: ord-16a4d63ce1ef4a00bc7f8843be387e93
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09283555B2

Reaction notes

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