Diazomethane → HCID 22626256, compound

HRID 277977Notes

Reaction equation

HRID 277977 reaction equation
[CH2:1]([O:8][C:9]([C:11]1[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:12]=1[C:20]1[C:21]([C:26]([OH:28])=[O:27])=[CH:22][CH:23]=[CH:24][CH:25]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.F[C:30](F)(F)S(OC1C=CC([N+]([O-])=O)=CC=1C(OCC1C=CC=CC=1)=O)(=O)=O.[N+](=C)=[N-]>C(O)(=O)C>[CH2:1]([O:8][C:9]([C:11]1[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:12]=1[C:20]1[C:21]([C:26]([O:28][CH3:30])=[O:27])=[CH:22][CH:23]=[CH:24][CH:25]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 9550DiazomethaneHCID 16097175HCID 16097175, compoundHCID 17809339HCID 17809339, compound

Product 1

HCID 22626256HCID 22626256, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 2′-benzyloxycarbonyl-4′-nitro-2-biphenylcarboxylic acid (2.8 g) which was prepared by the same procedure as a series of reaction of Reference Example 4→Reference Example 5, using Benzyl 2-trifluoromethylsulfonyloxy-5-nitrobenzoate, in ether-ethyl acetate (1:1, 40 ml), diazomethane (30 ml) was added. Acetic acid was added to the reaction mixture, and the solution was concentrated. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:2) to give the title compound (2.57 g) having the following physical data.

Workup

  1. concentrationthe solution was concentrated
  2. customThe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:2)

Sources & evidence

ORD record
ord-11a8602a54424d5f853df37ee08b9f22
Source dataset
uspto-grants-2002_03
Patent number
US06358960B1

Reaction notes

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