تفاعل #55056

ord-33ed18bcb1c2447ab2c1a3689d6cbcae

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONA mixture of 1 g
  2. 2
    درجة الحرارةheated
  3. 3
    درجة الحرارةat reflux for 5.75 hours
  4. 4
    درجة الحرارةThe resulting mixture was cooled
  5. 5
    استخلاصworked up by ether extraction in the manner of Example 1 giving 0.9 g
  6. 6
    أخرىThis material was chromatographed on 30 g
  7. 7
    غسيلElution with 49:1 parts by volume hexane-ether

الإجراء التجريبي

A mixture of 1 g. (3.7 mmoles) of (2R,6R)-(+)-1-tert. butoxy-2,6,10-trimethylundecane and 10 ml. of 48% aqueous HBr was stirred and heated at reflux for 5.75 hours. The resulting mixture was cooled and worked up by ether extraction in the manner of Example 1 giving 0.9 g. of crude product. This material was chromatographed on 30 g. of silica gel. Elution with 49:1 parts by volume hexane-ether gave the (2R,6R)-(-)-1-bromo-2,6,10-trimethylundecane which was evaporatively distilled yielding 0.748 g. (73.4%) of a colorless oil, b.p. 83°-85° C. (bath temperature) (0.15 mm Hg).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04151205uspto-grants-1979_04