反応 #943988

ord-621ac675adbd4667b8f184b2cac9b215

反応方程式

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

試薬

なし

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出extracted with EtOAc
  2. 2
    乾燥The EtOAc layer was dried
  3. 3
    その他evaporated to 12 g of crude product
  4. 4
    その他Purification on 1200 g of silica gel eluting with 10% Et2O in CH2Cl2

実験手順

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).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: USRE039419E1uspto-grants-2006_12