반응 #11039

반응 방정식

2-chloromethyl-3,6-di-t-butylfluorene

LiAlH4

→

solid

수율 102.9%

2-methyl-3,6-di-tert-butyl-fluorene

수율 102.9%

용매

THF

반응 조건

후처리

1. 1
   온도the mixture was refluxed for 5 hours
2. 2
   기타The reaction was quenched with water and NaOH
3. 3
   추출extracted with ether
4. 4
   기타The ether solution was evaporated under vacuum

실험 절차

To a solution of 2-chloromethyl-3,6-di-t-butylfluorene (0.74 g, 2.26 mmol) in THF (15 ml) was added a small portion of LiAlH4 (129 mg, 3.39 mmol) under stirring and the mixture was refluxed for 5 hours. The reaction was quenched with water and NaOH and extracted with ether. The ether solution was evaporated under vacuum to give a white solid yield of 0.68 g. 1H NMR (CDCl3): δ 7.80 and 7.66 (each d, 1H, 4,5-H), 7.45 (d, 1H, J=8.1 Hz, H8), 7.31 (dd, 1H, J=8.1 Hz, J=1.5 Hz, H7), 7.14 (br s, 1H, 1H, H1), 3.69 (s, 2H, H9), 2.40 (s, 3H, Me), 1.41 (s, 18H, t-Bu).

출처