Tetrahydrofuran → HCID 178436223, 화합물

HRID 254462

반응식

HRID 254462 반응식
CO[C:3]1[CH:8]=[CH:7][CH:6]=[C:5](OC)[C:4]=1/[CH:11]=[N:12]/[CH:13]([CH:17]([CH3:19])[CH3:18])[CH:14]([CH3:16])[CH3:15].[CH2:20]([Li])[CH3:21].[CH2:23]1COC[CH2:24]1>C1CCCCC1.C1C=CC=CC=1>[CH2:23]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:20][CH3:21])[C:4]=1/[CH:11]=[N:12]/[CH:13]([CH:17]([CH3:19])[CH3:18])[CH:14]([CH3:16])[CH3:15])[CH3:24]

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 178491344HCID 178491344, 화합물HCID 178506846HCID 178506846, 화합물

생성물 1

HCID 178436223HCID 178436223, 화합물

시약·촉매·용매 1

HCID 18624872Benzene--cyclohexane (1/1)용매

반응 조건

온도
-20 °C

실험 절차

To a solution of 16.0 g (61 mmol) [1-(2,6-dimethoxy-phenyl)-meth-(E)-ylidene]-(1-isopropyl-2-methyl-propyl)-amine in 80 ml dry THF cooled to −40° C. were added 364 ml of a 0.5M solution of ethyl lithium in cyclohexane/benzene drop-wise to keep temperature below −20° C. Then the mixture was stirred at −20° C. for further 30 min and the reaction quenched by addition of water. The aqueous phase was extracted with ethyl acetate, the combined extracts washed with brine, dried over Na2SO4, filtered and evaporated: 15.6 g (E)-[1-(2,6-diethyl-phenyl)-methylidene]-(1-isopropyl-2-methyl-propyl)-amine as colourless liquid: MS (EI): 259.2 (M+.), 216.3 ((M-(CH3)2CH)+.)), 160.1 (((M-(((CH3)2CH)2CH))+.), 100%).

후처리

  1. customtemperature below −20° C
  2. customthe reaction quenched by addition of water
  3. extractionThe aqueous phase was extracted with ethyl acetate
  4. washthe combined extracts washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-dc4bb5f122174db290298dd15ddb2ef0
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07875645B2

연결된 노트

불러오는 중…