تفاعل #73689

ord-e1aa9878c70e4e53b3a4696026417540

معادلة التفاعل

C=C(C)C(=O)Cl
methacryloyl chloride
O=C(c1ccccc1)c1ccc(O)cc1
4-hydroxybenzophenone
CCN(CC)CC
triethylamine
C=C(C)C(=O)Oc1ccc(C(=O)c2ccccc2)cc1
compound
المردود 93.0%
C=C(C)C(=O)Oc1ccc(C(=O)c2ccccc2)cc1
4-benzoylphenyl methacrylate
المردود 93.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىTo a 100 mL round-bottomed flask equipped with a magnetic stirrer bar and an addition funnel
  2. 2
    workup.ADDITIONwas added dropwise over 30 minutes
  3. 3
    workup.WAITat room temperature for 3 hours
  4. 4
    غسيلAfter this time, the organic mixture was washed with 0.1% NaOH (3×100 mL) and water (5×100 mL)
  5. 5
    تجفيفThe combined organic layers were dried over MgSO4
  6. 6
    تركيزconcentrated in vacuo
  7. 7
    أخرىto afford a crude product
  8. 8
    أخرىThe crude product was purified by column chromatography (100% CH2Cl2)

الإجراء التجريبي

To a 100 mL round-bottomed flask equipped with a magnetic stirrer bar and an addition funnel was added 4-hydroxybenzophenone (1 g, 5.04 mmol) and CH2Cl2 (35 mL). The mixture was cooled to 0° C. and methacryloyl chloride (0.39 mL, 4.04 mmol) was added in one portion. After 30 minutes, triethylamine (0.7 mL, 5.04 mmol) dissolved in CH2Cl2 (10 mL) was added dropwise over 30 minutes. The reaction mixture was allowed to stir for a further 1 hour at 0° C. and then at room temperature for 3 hours. After this time, the organic mixture was washed with 0.1% NaOH (3×100 mL) and water (5×100 mL). The combined organic layers were dried over MgSO4 and then concentrated in vacuo to afford a crude product. The crude product was purified by column chromatography (100% CH2Cl2) to provide the compound as a white solid (yield=75%, 1 g).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08541498B2uspto-grants-2013_09