反应 #1519137

ord-df159afcdd424af68f07d2d3b95ee1e7

反应方程式

O=C1CCCc2ccc(Br)cc21
7-bromo-3,4-dihydronaphthalen-1(2H)-one
[BH4-].[Na+]
sodium borohydride
OC1CCCc2ccc(Br)cc21
7-bromo-1,2,3,4-tetrahydronaphth-1-ol

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他the ethanol is evaporated off
  2. 2
    其他After separation
  3. 3
    萃取the aqueous phase is extracted with 50 ml of toluene
  4. 4
    洗涤washed with a saturated aqueous solution of sodium chloride
  5. 5
    其他are then evaporated

实验过程

To 9.5 g of 7-bromo-3,4-dihydronaphthalen-1(2H)-one (42 mmol), prepared according to the method described in Synth. Comm. 1994, 2777, dissolved in 100 ml of ethanol, there are added, at 0° C. and in two portions, 0.8 g of sodium borohydride (21 mmol). The reaction mixture is then allowed to come back up to ambient temperature over 30 minutes, and then the ethanol is evaporated off. The residue is taken up in 100 ml of toluene and 100 ml of water. After separation, the aqueous phase is extracted with 50 ml of toluene. The toluene phases are combined, washed with a saturated aqueous solution of sodium chloride and are then evaporated to yield 7-bromo-1,2,3,4-tetrahydronaphth-1-ol in the form of an oil.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07612061B2uspto-grants-2009_11