تفاعل #943988

ord-621ac675adbd4667b8f184b2cac9b215

معادلة التفاعل

COc1cc2c(cc1OC)C(=O)CCC2
6,7-dimethoxy-1-tetralone
O
water
COc1cc2c(cc1O)C(=O)CCC2
product
المردود 81.3%
COc1cc2c(cc1O)C(=O)CCC2
7-Hydroxy-6-methoxy-1-tetralone
المردود 81.3%

المتفاعلات

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصextracted with EtOAc
  2. 2
    تجفيفThe EtOAc layer was dried
  3. 3
    أخرىevaporated to 12 g of crude product
  4. 4
    أخرىPurification on 1200 g of silica gel eluting with 10% Et2O in CH2Cl2

الإجراء التجريبي

A solution of 10 g (0.048 mole) of 6,7-dimethoxy-1-tetralone in 100 ml of HOAc and 100 ml of 48% aqueous HBr was heated at 95° C. for 7 hours. The reaction was cooled to room temperature and poured into water and extracted with EtOAc. The EtOAc layer was dried and evaporated to 12 g of crude product. Purification on 1200 g of silica gel eluting with 10% Et2O in CH2Cl2 gave 7.5 g of product. Mp 147-148° C. (literature mp 148-152° C., Journal of Organic Chemistry, 33, 1968, p. 508).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE039419E1uspto-grants-2006_12