Methanol → HCID 14155718, compound

HRID 1252224Notes

Reaction equation

HRID 1252224 reaction equation
[N+:1]([C:4]1[CH:23]=[CH:22][C:7]([CH2:8][O:9][C:10]([NH:12][CH2:13][C:14]2[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=2)[CH:17]=[O:18])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].CC(C)=[O:26].OS(O)(=O)=O.O=[Cr](=O)=O.CO>CC(C)=O.C(OCC)(=O)C>[N+:1]([C:4]1[CH:23]=[CH:22][C:7]([CH2:8][O:9][C:10]([NH:12][CH2:13][C:14]2[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=2)[C:17]([OH:26])=[O:18])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

6

Reactant 3

HCID 887MethanolHCID 20140827HCID 20140827, compoundHCID 131709961Jones' reagent

Product 1

HCID 14155718HCID 14155718, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To 3-(p-nitrobenzyloxycarbonyl)aminomethylbenzaldehyde (1.5 g) in acetone (30 ml) was added Jones' reagent with ice-cooling, and the mixture was stirred for 2 hours. After addition of methanol (1.5 ml), the mixture was diluted with ethyl acetate, washed with water, dried over anhydrous sodium sulfate and evaporated to give 3-(p-nitrobenzyloxycarbonyl)aminomethylbenzoic acid

Workup

  1. temperaturecooling
  2. washwashed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-250bc7ac7e114bb9bb0e2787acc23a23
Source dataset
uspto-grants-1988_05
Patent number
US04742052

Reaction notes

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