Acetic Anhydride → HCID 9990006, compound

HRID 465930Notes

Reaction equation

HRID 465930 reaction equation
[OH:1][CH2:2][C:3]([CH3:9])([CH3:8])[CH2:4][S:5][C:6]#[N:7].[C:10](OC(=O)C)(=[O:12])[CH3:11]>N1C=CC=CC=1>[C:10]([O:1][CH2:2][C:3]([CH3:9])([CH3:8])[CH2:4][S:5][C:6]#[N:7])(=[O:12])[CH3:11]

Participants

4

Procedure

A mixture of 58.7 g of 3-hydroxy-2,2-dimethyl-1-propylthiocyanate, 400 ml of acetic anhydride and 400 ml of pyridine was stirred for 16 hours at room temperature. The reaction solution was concentrated under reduced pressure. The residue was dissolved in 500 ml of diethyl ether. The solution was washed in turn with 1N-hydrochloric acid, water, aqueous sodium hydrogen carbonate solution and water, and dried over anhydrous magnesium sulfate. After removing the solvent, the residue was purified by distillation under reduced pressure, thereby affording 53.2 g of 3-acetoxy-2,2-dimethyl-1-propylthiocyanate.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. dissolutionThe residue was dissolved in 500 ml of diethyl ether
  3. washThe solution was washed in turn with 1N-hydrochloric acid, water, aqueous sodium hydrogen carbonate solution and water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customAfter removing the solvent
  6. distillationthe residue was purified by distillation under reduced pressure

Sources & evidence

ORD record
ord-c00c62eaaf3346d88d3dde7544cda494
Source dataset
uspto-grants-1992_10
Patent number
US05155108

Reaction notes

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