Diazomethane → HCID 22810218, compound

HRID 1701234Notes

Reaction equation

HRID 1701234 reaction equation
[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][C@@H:8]1[CH2:15][C@H:14]2[C@H:10]([CH2:11][C@@H:12]([OH:28])[C@@H:13]2/[CH:16]=[CH:17]/[C@@H:18]([OH:27])[C:19]([CH3:26])([CH3:25])[CH2:20][CH:21]=[C:22]([CH3:24])[CH3:23])[O:9]1)([OH:3])=[O:2].[N+](=[CH2:31])=[N-]>C(Cl)Cl>[CH3:31][O:2][C:1]([CH2:4][CH2:5][CH2:6][CH2:7][C@@H:8]1[CH2:15][C@H:14]2[C@H:10]([CH2:11][C@@H:12]([OH:28])[C@@H:13]2/[CH:16]=[CH:17]/[C@@H:18]([OH:27])[C:19]([CH3:26])([CH3:25])[CH2:20][CH:21]=[C:22]([CH3:23])[CH3:24])[O:9]1)=[O:3]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 22810213HCID 22810213, compound

Product 1

HCID 22810218HCID 22810218, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 100 mg. of the carboxylic acid prepared in Example 30 in 10 ml. of methylene chloride is combined dropwise with an ethereal diazomethane solution at 0° until the yellow coloring is permanent. After 5 minutes the mixture is evaporated under vacuum and the residue filtered with methylene chloride/2% isopropanol over silica gel, thus obtaining 95 mg. of the title compound as an oil.

Workup

  1. customAfter 5 minutes the mixture is evaporated under vacuum
  2. filtrationthe residue filtered with methylene chloride/2% isopropanol over silica gel
  3. customthus obtaining 95 mg

Sources & evidence

ORD record
ord-063ebc6dc1204a3d8f1d64cbc6573fc4
Source dataset
uspto-grants-1980_03
Patent number
US04191694

Reaction notes

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