HCID 68583241, compound → HCID 84797412, compound

HRID 2239255Notes

Reaction equation

HRID 2239255 reaction equation
[C:1]([O:5][C:6](=[O:17])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][C:9]=1[CH2:15][OH:16])([CH3:4])([CH3:3])[CH3:2]>C(Cl)Cl.O=[Mn]=O>[C:1]([O:5][C:6](=[O:17])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][C:9]=1[CH:15]=[O:16])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 68583241HCID 68583241, compound

Product 1

HCID 84797412HCID 84797412, compoundYield 97.4%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

Compound 16A (6.33 mmol, 1.5 g) was dissolved in 75 mL of CH2Cl2 and then MnO2 (75 mmol, 6.55 g) was added. The black suspension was stirred overnight at r.t. and then filtered through a pad of celite. The celite pad was washed with CH2Cl2 and the combined filtrates were dried over Na2SO4. The solvent was filtered and the solvent was removed in vacuo to yield (2-formyl-4-methyl-phenyl)-carbamic acid tert-butyl ester as yellow thick oil (1.45 g). MS (electrospray): mass calculated for C13H17NO3, 235.12; m/z found 236, [M+H]+.

Workup

  1. filtrationfiltered through a pad of celite
  2. washThe celite pad was washed with CH2Cl2
  3. dry with materialthe combined filtrates were dried over Na2SO4
  4. filtrationThe solvent was filtered
  5. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-75ee1991aa304f07a74d7e01171923c7
Source dataset
uspto-grants-2010_05
Patent number
US07723326B2

Reaction notes

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