Diethyl Ether → HCID 18697911, compound

HRID 2289580Notes

Reaction equation

HRID 2289580 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[CH2:12]([O:19][C:20]([NH:22][C:23]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[CH:25][C:24]=1[CH2:33][OH:34])=[O:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(OCC)C>C(Cl)Cl>[CH2:12]([O:19][C:20]([NH:22][C:23]1[CH:28]=[C:27]([C:29]([F:30])([F:31])[F:32])[CH:26]=[CH:25][C:24]=1[CH:33]=[O:34])=[O:21])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 18697891HCID 18697891, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 18697911HCID 18697911, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Molecular Sieves 4A (20 g) and pyridinium chlorochromate (6.8 g, 31.5 mmol) were added to a solution of 2-benzyloxycarbonylamino-4-trifluoromethyl-1-hydroxymethylbenzene (6.83 g, 21.0 mmol), prepared in step (c), in methylene chloride (200 ml), and the mixture was stirred under ice cooling for 45 min. Diethyl ether was added to the reaction mixture, and the mixture was filtered through Florisil and silica gel. The solvent was then removed under reduced pressure to give 2-benzyloxycarbonylamino-4-trifluoromethylbenzaldehyde (5.43 g, 80%).

Workup

  1. filtrationthe mixture was filtered through Florisil and silica gel
  2. customThe solvent was then removed under reduced pressure

Sources & evidence

ORD record
ord-fa711927e2804193916b4c563106a72d
Source dataset
uspto-grants-2000_07
Patent number
US06093714

Reaction notes

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