Acetic Anhydride → HCID 68864576, compound

HRID 63766Notes

Reaction equation

HRID 63766 reaction equation
[C:1]1([CH3:14])[CH:6]=[CH:5][C:4]([CH2:7][S:8]([CH2:11][C:12]#[N:13])(=[O:10])=[O:9])=[CH:3][CH:2]=1.[CH2:15]([O:17][CH:18](OCC)OCC)[CH3:16].C(OC(=O)C)(=O)C>>[CH2:15]([O:17][CH:18]=[C:11]([S:8]([CH2:7][C:4]1[CH:3]=[CH:2][C:1]([CH3:14])=[CH:6][CH:5]=1)(=[O:9])=[O:10])[C:12]#[N:13])[CH3:16]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 31214Ethyl orthoformateHCID 68862893p-Tolylmethanesulfonylacetonitrile

Product 1

HCID 68864576HCID 68864576, compoundYield 90%

Procedure

To a solution of 4.4 g (21 mmol) of 2 in 17.5 mL (105 mmol) of triethylorthoformate was added 9.9 mL (105 mmol) of acetic anhydride. The resulting solution was heated to reflux for h before being concentrated to a solid. Recrystallization from AcOEt-hexanes gave 5.0 g (90%) of the title compound as a white solid.

Workup

  1. temperatureThe resulting solution was heated
  2. temperatureto reflux for h
  3. concentrationbefore being concentrated to a solid
  4. customRecrystallization from AcOEt-hexanes

Sources & evidence

ORD record
ord-e19f654d480f4d539b165d9fe6028556
Source dataset
uspto-grants-2016_09
Patent number
US09447100B2

Reaction notes

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