تفاعل #321960

ord-70c42bfd9a41471d952628f8d0057a12

معادلة التفاعل

O
water
CC(C)(C)CO
neopentyl alcohol
O=S(=O)(Cl)c1ccc2c(Br)cccc2c1
5-bromonaphthalene-2-sulfonyl chloride
Cc1ccccc1
toluene
CC(C)(C)COS(=O)(=O)c1ccc2c(Br)cccc2c1
NEOPENTYL 5-BROMONAPHTHALENE-2-SULFONATE

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىto give a pale yellow solid which
  2. 2
    ترشيحwas filtered
  3. 3
    أخرىdried
  4. 4
    أخرىThe solid was further purified by silica gel chromatography (EtOAc: Hexane 1:8)

الإجراء التجريبي

Solid neopentyl alcohol (2.7 grams; 30.8 mmol) was added at room temperature to a solution of 5-bromonaphthalene-2-sulfonyl chloride (8.5 grams; 28 mmol) in 40 mL of pyridine. The reaction mixture was stirred at room temperature overnight (about 16 hours). The reaction mixture was co-distilled with toluene (about 100 mL) and the resulting oil poured into water to give a pale yellow solid which was filtered and dried. The solid was further purified by silica gel chromatography (EtOAc: Hexane 1:8). Yield: 8.9 gm (89%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05596095uspto-grants-1997_01