Phosgene → [1,1'-Biphenyl]-4-yl carbonochloridate

HRID 1611239Notes

Reaction equation

HRID 1611239 reaction equation
[C:1]1([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][C:4]([OH:7])=[CH:3][CH:2]=1.[H-].[Na+].[C:16](Cl)([Cl:18])=[O:17]>ClCCl.C1(C)C=CC=CC=1>[C:1]1([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:2]=[CH:3][C:4]([O:7][C:16]([Cl:18])=[O:17])=[CH:5][CH:6]=1

Participants

6

Reactant 3

HCID 6371PhosgeneHCID 71034-HydroxybiphenylHCID 24758Sodium hydride

Product 1

HCID 15462084[1,1'-Biphenyl]-4-yl carbonochloridate

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6344DichloromethaneSolvent

Procedure

2.00 g (11.75 mmol) of [1,1′-biphenyl]-4-ol in suspension in 50 ml of dichloromethane are introduced into a 50-ml three-necked flask, 0.47 g (11.75 mmol) of 60% sodium hydride in mineral oil is added portionwise, and the solvent is evaporated off under reduced pressure. A white solid is obtained which is added over 1 h to 6.84 ml (12.92 mmol) of a 20% solution of phosgene in toluene at 30° C. and left in contact for 3 h.

Workup

  1. customthe solvent is evaporated off under reduced pressure
  2. customA white solid is obtained which

Sources & evidence

ORD record
ord-3a3e4599c36a49df98688cfa8a0468b2
Source dataset
uspto-grants-2006_01
Patent number
US06987106B1

Reaction notes

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