Acetic Anhydride → 2-Methyl-4-oxatricyclo[5.2.1.02,6]decan-3-yl acetate

HRID 1672108Notes

Reaction equation

HRID 1672108 reaction equation
[CH3:1][C:2]12[CH:10]([OH:11])[O:9][CH2:8][CH:7]1[CH:6]1[CH2:12][CH:3]2[CH2:4][CH2:5]1.[C:13](OC(=O)C)(=[O:15])[CH3:14]>N1C=CC=CC=1>[C:13]([O:11][CH:10]1[O:9][CH2:8][CH:7]2[C:2]1([CH3:1])[CH:3]1[CH2:12][CH:6]2[CH2:5][CH2:4]1)(=[O:15])[CH3:14]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 596022562-Methyl-4-oxatricyclo[5.2.1.02,6]-decan-3-ol

Product 1

HCID 669308112-Methyl-4-oxatricyclo[5.2.1.02,6]decan-3-yl acetateYield 96%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 63 g of 2-methyl-4-oxatricyclo[5.2.1.02,6]decan-3-ol, 42 g of pyridine, and 51 g of acetic anhydride was heated at 50° C. for 5 hours. The reaction mixture was concentrated. The concentrate was purified by distillation, obtaining 74 g (yield 96%) of the target compound.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. distillationThe concentrate was purified by distillation

Sources & evidence

ORD record
ord-5307b4e568854ce395de410c68e6b83d
Source dataset
uspto-grants-2011_08
Patent number
US07998657B2

Reaction notes

Loading…