Réaction #324393

ord-88b2422d3c444cf5872ec48f5d5010c4

Équation de réaction

CC(C)(C)[Si](C)(C)Oc1ccc(CC(=O)O)cc1
2-[4-(tert-butyldimethylsilyloxy)phenyl]acetic acid
O=C(Cl)C(=O)Cl
oxalyl dichloride
CC(C)(C)[Si](C)(C)Oc1ccc(CC(=O)Cl)cc1
2-[4-(tert-butyldimethylsilyloxy)phenyl]acetyl chloride

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrewhile elevating to room temperature
  2. 2
    ConcentrationThe mixture was concentrated under reduced pressure

Mode opératoire

Under an argon atmosphere, to a solution of 2-[4-(tert-butyldimethylsilyloxy)phenyl]acetic acid (9) (1.55 g, 5.82 mmol) in CH2Cl2 (10 mL) was added DMF (3 drops) by a Pasteur pipette at room temperature. To this was added oxalyl dichloride (1.00 mL, 11.8 mmol) at 0° C. and the mixture was stirred for an hour while elevating to room temperature. The mixture was concentrated under reduced pressure to give crude 2-[4-(tert-butyldimethylsilyloxy)phenyl]acetyl chloride (10) as a colorless oil, which was used in the following reaction without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08642281B2uspto-grants-2014_02