Benzoyl chloride → HCID 11758893, compound

HRID 732915Notes

Reaction equation

HRID 732915 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:10][CH2:11][CH2:12][O:13][CH2:14][N:15]1[CH:22]=[C:21]([CH:23]=[CH2:24])[C:19](=[O:20])[NH:18][C:16]1=[O:17]>N1C=CC=CC=1>[C:1]([O:10][CH2:11][CH2:12][O:13][CH2:14][N:15]1[CH:22]=[C:21]([CH:23]=[CH2:24])[C:19](=[O:20])[NH:18][C:16]1=[O:17])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 12081662HCID 12081662, compound

Product 1

HCID 11758893HCID 11758893, compoundYield 67.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Benzoylchloride (410 mg, 2.9 mmol) was added to a solution of 1 (614 mg, 2.89 mmol) in dry pyridine (30 ml) and the reaction was allowed to proceed at 25° C. with stirring for 6 h. Removal of the solvent in vacuo and purification of the product by elution from a silica gel column using chloroform-methanol (99:1, v/v) as eluent gave 3 as a viscous oil (615 mg, 67.3%) which was used directly in the next reaction step.

Workup

  1. customto proceed at 25° C.
  2. customRemoval of the solvent
  3. customin vacuo and purification of the product
  4. washby elution from a silica gel column

Sources & evidence

ORD record
ord-b3299895697a4f7c95fde62b33cde134
Source dataset
uspto-grants-2009_09
Patent number
US07589077B2

Reaction notes

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