반응 #2267068

ord-6954d58a089a47eaa1d77e8fcdc9c8d5

반응 방정식

COc1cccc(CC(C)O)c1
1-(3′-methoxyphenyl)-2-propyl alcohol
COc1cccc(CC(C)O)c1
1-(3-Methoxyphenyl)-2-propyl alcohol
O=Cc1ccc([N+](=O)[O-])cc1
4-nitrobenzaldehyde
COc1ccc2c(c1)CC(C)OC2c1ccc([N+](=O)[O-])cc1
product 3
수율 93.3%
COc1ccc2c(c1)CC(C)OC2c1ccc([N+](=O)[O-])cc1
3-Methyl-1-(4-nitrophenyl)-6-methoxyisochroman
수율 93.3%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도The solution was refluxed for 4 hours
  2. 2
    기타After removing the solvent under reduced pressure
  3. 3
    세척the residue was washed with cold ethanol three times

실험 절차

To a solution of 1-(3′-methoxyphenyl)-2-propyl alcohol 2 (0.98 g, 5.8 mmol) in 25 ml of HCl solution in 1,4-dioxane was added 4-nitrobenzaldehyde (0.91 g, 6.0 mmol) in one portion. The solution was refluxed for 4 hours. After removing the solvent under reduced pressure, the residue was washed with cold ethanol three times, affording the product 3 (1.62 g, yield 90%). 1HNMR(CDCl3): 8.20 (d, J=8.7 Hz, 2H), 7.50 (d, J=8,7 Hz, 2H), 6.65-6.48 (m, 3H), 5.78 (s, 1H), 4.01 (m, 1H), 3.76 (s, 3H), 2.80 (m, 2H), 1.40 (d, J=6.1 Hz).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06887867B2uspto-grants-2005_05