Acetic Anhydride → HCID 18663350, compound

HRID 1956468Notes

Reaction equation

HRID 1956468 reaction equation
C(O[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([Cl:12])[CH:7]=1)(=S)C.C(OC(=O)C)(=O)C.[S:20](Cl)([Cl:23])(=O)=[O:21]>ClCCl>[Cl:12][C:8]1[CH:7]=[C:6]([CH:11]=[CH:10][CH:9]=1)[CH2:5][S:20]([Cl:23])=[O:21]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 24648Sulfuryl chlorideHCID 54421749HCID 54421749, compound

Product 1

HCID 18663350HCID 18663350, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a -20° C. solution of the thioester from Step G (1 mmol) in 3 mL of dichloromethane under argon are added 1 mmol acetic anhydride and 2 mmol sulfuryl chloride. The reaction is stirred for 1 hr during which time the temperature is allowed to rise to -5° C. The mixture is concentrated in vacuo and the crude product used for coupling in the next step.

Workup

  1. customto rise to -5° C
  2. concentrationThe mixture is concentrated in vacuo

Sources & evidence

ORD record
ord-3c6e1c2792324c00a00358e826864718
Source dataset
uspto-grants-1998_07
Patent number
US05780488

Reaction notes

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