تفاعل #1583874

ord-fd7e67c3aa09438ea582ae6163b9a1d9

معادلة التفاعل

OCCC(c1ccccc1)c1ccccc1
3,3-diphenyl-1-propanol
CCN(CC)CC
triethylamine
CC(C)O
isopropanol
CS(=O)(=O)Cl
MsCl
CS(=O)(=O)OCCC(c1ccccc1)c1ccccc1
3,3-diphenylpropyl methanesulfonate
المردود 73.3%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

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

المعالجة

  1. 1
    أخرىwas conducted at 25° C
  2. 2
    أخرىAfter the completion of reaction
  3. 3
    غسيلthe reaction solution was washed with water thrice
  4. 4
    تجفيفThe organic phase was dried over anhydrous sodium sulfate
  5. 5
    أخرىevaporated
  6. 6
    أخرىto remove the solvent
  7. 7
    أخرىto produce an oily crude product
  8. 8
    ترشيحThe resulting mixture was filtered by suction

الإجراء التجريبي

3,3-diphenyl-1-propanol (1000 g, 4.7 mol) was dissolved in 3 L dichloromethane. To the mixture was added triethylamine (712 g, 7.05 mol). After stirring at 0° C. for half an hour, to the resulting mixture was slowly added MsCl (645 g, 5.64 mol) dropwisely. The reaction was conducted at 25° C. After the completion of reaction monitored by TLC, the reaction solution was washed with water thrice. The organic phase was dried over anhydrous sodium sulfate, and evaporated to remove the solvent to produce an oily crude product. To the crude product was added isopropanol. The resulting mixture was filtered by suction to produce 3,3-diphenylpropyl methanesulfonate as a solid (1000 g) in a yield of 73% (two steps together).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09198902B2uspto-grants-2015_12