2,6-Lutidine → HCID 18923997, compound

HRID 1600159Notes

Reaction equation

HRID 1600159 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][S:8](=O)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=[O:14].N1C(C)=CC=CC=1C>C(OCC)(=O)C>[O:1]1[C:5]2([CH2:10][CH2:9][S:8][CH:7]([OH:14])[CH2:6]2)[O:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 79372,6-LutidineHCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 132737821,4-Dioxa-8lambda4-thiaspiro(4.5)decan-8-one

Product 1

HCID 18923997HCID 18923997, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 0.88 g of product from Example 393, 5.0 ml of acetic anhydrideand 2.0 ml of lutidine is heated at 110°-115° C. for 2.5 hours, followed by increasing the temperature to 150° C. and then heated for 3 hours. The reaction mixture is diluted with ethyl acetate, washed 2 X with 1N hydrochloric acid, water, saturated sodium chloride, dried and concentrated in vacuo. The residue is dissolved in methylene chloride, filtered through a pad of hydrous magnesium silicate and reconcentrated in vacuo to give 0.569 g of the desired product.

Workup

  1. temperatureis heated at 110°-115° C. for 2.5 hours
  2. temperatureheated for 3 hours
  3. washwashed 2 X with 1N hydrochloric acid, water, saturated sodium chloride
  4. customdried
  5. concentrationconcentrated in vacuo
  6. dissolutionThe residue is dissolved in methylene chloride
  7. filtrationfiltered through a pad of hydrous magnesium silicate

Sources & evidence

ORD record
ord-af2eb8983c2b4a768ca8a7a1a5f60dc1
Source dataset
uspto-grants-1998_04
Patent number
US05744465

Reaction notes

Loading…