Water → 1-[4-[(6-Bromohexyl)oxy]butyl]-2-methoxybenzene

HRID 5212

반응식

HRID 5212 반응식
[H-].[Na+].[CH3:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][CH2:12][CH2:13][CH2:14][OH:15].[Br:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]Br.O>C1COCC1>[Br:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][O:15][CH2:14][CH2:13][CH2:12][CH2:11][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[O:4][CH3:3]

참가 물질

6

반응물 4

HCID 962WaterHCID 123681,6-DibromohexaneHCID 24758Sodium hydrideHCID 197980684-(2-Methoxyphenyl)butan-1-OL

생성물 1

HCID 133756281-[4-[(6-Bromohexyl)oxy]butyl]-2-methoxybenzene수율 58.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

NaH (46% dispersion in oil; 1.36 g) was added portionwise to a solution of 2-methoxybenzenebutanol (5.0 g) and 1,6-dibromohexane (13.8 g) in THF (50 ml). The suspension was refluxed for 20 h and was treated cautiously with H2O (20 ml). The resulting emulsion was extracted with ER (2×50 ml) and the dried extract was evaporated to leave a yellow oil. The oil was purified on a column of silica (Merck 9385, 600 ml) [A] to give the title compound as a colourless oil (5.6 g). T.l.c. [B] Rf 0.2.

후처리

  1. temperatureThe suspension was refluxed for 20 h
  2. extractionThe resulting emulsion was extracted with ER (2×50 ml)
  3. extractionthe dried extract
  4. customwas evaporated
  5. customto leave a yellow oil
  6. customThe oil was purified on a column of silica (Merck 9385, 600 ml) [A]

출처 및 근거

ORD 기록
ord-ac03c135aa2e493cb63eaf76ba6c32fa
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05243076

연결된 노트

불러오는 중…