Acetic Acid → HCID 22759332, compound

HRID 329304Notes

Reaction equation

HRID 329304 reaction equation
[N+](=C)=[N-].[C:4]([CH:7]([CH2:17][CH2:18][CH2:19][CH:20]([OH:30])[CH2:21][O:22][C:23]1[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=1)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])(=[O:6])[CH3:5].[C:31](O)(=O)C>CCOCC>[C:4]([CH:7]([CH2:17][CH2:18][CH2:19][CH:20]([OH:30])[CH2:21][O:22][C:23]1[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=1)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][CH3:31])=[O:15])(=[O:6])[CH3:5]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 9550DiazomethaneHCID 22759241HCID 22759241, compound

Product 1

HCID 22759332HCID 22759332, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of diazomethane (approximately 2.5 g., 0.06 mole) in ether (100 ml.) is mixed with a solution of 8-acetyl-12-hydroxy-13-(4-fluorophenoxy)tridecanoic acid (11.5 g., 0.03 mole) in ether (50 ml.). The resulting solution is allowed to stand 4 hours at room temperature. Acetic acid is then added to destroy the excess diazomethane and the solution is washed with dilute sodium bicarbonate solution and water and dried over sodium sulfate. Evaporation of volatile materials at reduced pressure yields the title ester as a yellow viscous oil.

Workup

  1. customto destroy the excess diazomethane
  2. washthe solution is washed with dilute sodium bicarbonate solution and water
  3. dry with materialdried over sodium sulfate
  4. customEvaporation of volatile materials at reduced pressure

Sources & evidence

ORD record
ord-2fbacd680df14965b180122c1c87297d
Source dataset
uspto-grants-1977_04
Patent number
US04020177

Reaction notes

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