Diazomethane → HCID 15067588, compound

HRID 1614409Notes

Reaction equation

HRID 1614409 reaction equation
[N+](=[CH2:3])=[N-].[OH:4][CH:5]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])/[CH:6]=[CH:7]/[CH:8]=[CH:9]/[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:16][CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21]>C(Cl)Cl>[CH3:3][O:21][C:20](=[O:22])[CH2:19][CH2:18][CH2:17][CH2:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1/[CH:9]=[CH:8]/[CH:7]=[CH:6]/[CH:5]([OH:4])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 15067586HCID 15067586, compound

Product 1

HCID 15067588HCID 15067588, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

An ethereal diazomethane solution is added to a solution of 5 mg of 5-[2-[(1E,3E)-(5RS)-5-hydroxy-1,3-tridecadienyl]-phenyl]-pentanoic acid (produced in example 9) in 0.5 ml of methylene chloride at 0° C. until permanent yellow dyeing and stirred for 5 minutes at 0° C. Then, it is concentrated by evaporation in a vacuum and the residue is chromatographed on silica gel. With hexane/0-80% of ether, 2.6 mg of the title compound is obtained as a colorless oil.

Workup

  1. concentrationThen, it is concentrated by evaporation in a vacuum
  2. customthe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-10813aadb6f74ba88c7c4f6a7a7f6059
Source dataset
uspto-grants-1993_03
Patent number
US05196570

Reaction notes

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