تفاعل #1702105
ord-f1e890d60c44408586cd225a88eb3883
معادلة التفاعل
(1S)-4-Methyl-cyclohex-3-ene-1-carboxylic acid
toluene
oxalyl chloride
→
(1S)-4-methyl-cyclohex-3-ene-1-carboxylic acid chloride
الكواشف
المذيبات
ظروف التفاعل
درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1درجة الحرارةto warm to ambient temperature
- 2تركيزThe solution was concentrated
- 3workup.ADDITIONtreated with hexanes
- 4تركيزconcentrated again
الإجراء التجريبي
(1S)-4-Methyl-cyclohex-3-ene-1-carboxylic acid (250 mg, 1.78 mmol), azeotropically dried by evaporation from toluene was dissolved in dichloromethane (4 mL) and treated with dimethylformamide (1 drop). The reaction mixture was cooled to 0° C. and treated dropwise with oxalyl chloride (0.42 mL, 4.5 mmol). The reaction mixture was allowed to warm to ambient temperature while stirring for 4 h. The solution was concentrated, treated with hexanes and concentrated again to afford (1S)-4-methyl-cyclohex-3-ene-1-carboxylic acid chloride as a light yellow oil which was used immediately in the next step.