1-Methylfluorene → HCID 15045094, 화합물

HRID 1089852노트

반응식

HRID 1089852 반응식
[CH3:1][C:2]1[C:14]2[CH2:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1.[Li][CH2:16][CH2:17][CH2:18]C.BrC1[O:25][CH2:24][CH2:23][O:22]1.C(OCC)(=O)C.CCCCCC>C1COCC1>[CH3:1][C:2]1[C:14]2[CH:13]([CH2:18][CH2:17][CH:16]3[O:25][CH2:24][CH2:23][O:22]3)[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 156041-MethylfluoreneHCID 143725662-Bromo-1,3-dioxolaneHCID 21226206Ethyl acetate hexaneHCID 178418339Butyllithium

생성물 1

HCID 15045094HCID 15045094, 화합물수율 96.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-78 °C

실험 절차

1-Methylfluorene (3.2 g, 18.0 mmol) in 50 mL THF was charged with BuLi, 2.35M solution in hexanes (7.65 mL, 18.0 mmol) at -78° C. The reaction mixture was stirred for 2 hr at -78° C. then 2-bromo-1.3-dioxolane (3.6 g, 19.8 mmol) was added by a syringe. The reaction was monitored by TLC (silica, 10% ethyl acetate/hexane). The reaction mixture was stirred for 2 hr at room temperature then the THF was evaporated. The residue was dissolved in ethyl acetate. The solution was washed with water, dried over magnesium sulfate, treated with a coarse silica gel and Norit and evaporated to yield 4.8 g (96.6%) of the desired product.

후처리

  1. stirringThe reaction mixture was stirred for 2 hr at room temperature
  2. customthe THF was evaporated
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washThe solution was washed with water
  5. dry with materialdried over magnesium sulfate
  6. additiontreated with a coarse silica gel and Norit
  7. customevaporated

출처 및 근거

ORD 기록
ord-6835f0d10da447f0909bd007befd7676
출처 데이터셋
uspto-grants-1992_01
특허 번호
US05079260

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