반응 #950807

반응 방정식

acetic acid

5-methoxy-2-indolylacetyl chloride

→

5-methoxy-2-indolyl acetaldehyde

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   온도cooling
2. 2
   기타After the initial reaction
3. 3
   workup.STIRRINGthe mixture is stirred at room temperature for 4 hours
4. 4
   workup.ADDITIONpoured into ice
5. 5
   추출the product is extracted with ether
6. 6
   세척The ethereal solution is washed with sodium bicarbonate
7. 7
   건조dried over sodium sulfate
8. 8
   기타evaporated to a syrup

실험 절차

A solution of 5-methoxy-2-indolylacetyl chloride (0.1 mol.) in dry tetrahydrofuran is treated with 0.25 mole of lithium aluminum tri-t-butoxy hydride with ice-cooling and stirring. After the initial reaction, the mixture is stirred at room temperature for 4 hours and poured into ice. Excess of acetic acid is added, and the product is extracted with ether. The ethereal solution is washed with sodium bicarbonate, dried over sodium sulfate, and evaporated to a syrup. Chromatography of the residue on a column of silica gel, using ether-petroleum ether (v./v.) 10-30% as eluent, gives 5-methoxy-2-indolyl acetaldehyde.

출처