Hydrogen Peroxide → HCID 57937832, compound

HRID 1435064Notes

Reaction equation

HRID 1435064 reaction equation
[C:1]([O:5][C:6](=[O:30])[N:7]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[CH:24][C:23]([C:26]#[N:27])=[CH:22][C:21]=2[CH3:28])=[CH:16][C:15]=1[Cl:29])[CH2:8][CH2:9][CH:10]([CH3:12])[CH3:11])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-:32].[K+].[K+].OO.CCCCCCC>CS(C)=O.O.C(OCC)(=O)C>[C:1]([O:5][C:6](=[O:30])[N:7]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[CH:24][C:23]([C:26](=[O:32])[NH2:27])=[CH:22][C:21]=2[CH3:28])=[CH:16][C:15]=1[Cl:29])[CH2:8][CH2:9][CH:10]([CH3:12])[CH3:11])([CH3:2])([CH3:3])[CH3:4]

Participants

8

Reactant 4

HCID 784Hydrogen PeroxideHCID 8900HeptaneHCID 11430Potassium CarbonateHCID 68901419HCID 68901419, compound

Product 1

HCID 57937832HCID 57937832, compound

Reagents, catalysts & solvents 3

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

(3-Chloro-4′-cyano-2′-methyl-biphenyl-4-ylmethyl)-(3-methyl-butyl)-carbamic acid tert-butyl ester (I-3d) was dissolved in 100 mL dimethyl sulfoxide (DMSO) and to which was added potassium carbonate and 4.0 mL of 30% hydrogen peroxide in water. The reaction was stirred at room temperature for 2 hours. The reaction was quenched with water and extracted using ethyl acetate (2 times). The combined organic layers were washed with water (5 times), brine, dried over sodium sulfate, filtered and concentrated. The product (I-3e) was isolated by dissolving the crude product in ethyl acetate and addition of heptane.

Workup

  1. customThe reaction was quenched with water
  2. extractionextracted
  3. washThe combined organic layers were washed with water (5 times), brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe product (I-3e) was isolated
  8. dissolutionby dissolving

Sources & evidence

ORD record
ord-751da087086e41d89b2de49d7bfc4868
Source dataset
uspto-grants-2009_11
Patent number
US07615651B2

Reaction notes

Loading…