Acetic Anhydride → 4-Oxatricyclo[4.2.1.03,7]non-5-yl acetate

HRID 1672113Notes

Reaction equation

HRID 1672113 reaction equation
[CH:1]12[CH2:9][CH:6]3[CH:7]([CH2:8]1)[CH:3]([O:4][CH:5]3[OH:10])[CH2:2]2.[C:11](OC(=O)C)(=[O:13])[CH3:12]>N1C=CC=CC=1>[C:11]([O:10][CH:5]1[CH:6]2[CH2:9][CH:1]3[CH2:8][CH:7]2[CH:3]([CH2:2]3)[O:4]1)(=[O:13])[CH3:12]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 151958204-Oxatricyclo[4.2.1.03,7]nonan-5-ol

Product 1

HCID 581430724-Oxatricyclo[4.2.1.03,7]non-5-yl acetateYield 88%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 14 g of 4-oxatricyclo[4.2.1.03,7]nonan-5-ol, 12 g of pyridine and 14 g of acetic anhydride was heated at 50° C. for 5 hours. The reaction mixture was concentrated. The concentrate was purified by distillation, obtaining 16 g (yield 88%) of the target compound.

Workup

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

Sources & evidence

ORD record
ord-f4ec8b1fab2443a18c980a4ddfedae23
Source dataset
uspto-grants-2011_08
Patent number
US07998657B2

Reaction notes

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