Pyridine → HCID 11413280, compound

HRID 2248958Notes

Reaction equation

HRID 2248958 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11].N1C=CC=CC=1.[C:19](OC(=O)C)(=[O:21])[CH3:20]>>[C:19]([O:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])(=[O:21])[CH3:20]

Participants

4

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 1380529-Hydroxynonanoic acid

Product 1

HCID 11413280HCID 11413280, compoundYield 100%

Procedure

9-Hydroxynonanoic acid (8.7 g, 50 mmol) in pyridine (8.1 ml, 100 mmol) was treated with acetic anhydride (4.7 ml, 50 mmol) at below 20° C. for 2 h. The mixture was poured onto ice and acidified. Two ether extractions gave 9-acetoxynonanoic acid as a colourless oil (10.8 g, 100%); δH (CDCl3) 10.0(1H, s, CO2H), 4.0(2H, t, H9), 2.3(2H, m, H2), 2.0(3H, s, OAC), 1.1-1.8(12H, m, H3-H8).

Workup

  1. additionThe mixture was poured onto ice
  2. extractionTwo ether extractions

Sources & evidence

ORD record
ord-324c635bc5524df5ab4f8180edf2d80e
Source dataset
uspto-grants-1991_08
Patent number
US05041567

Reaction notes

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