1-Methylfluorene → HCID 15045094、化合物

HRID 1089852ノート

反応式

HRID 1089852 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 15045094HCID 15045094、化合物収率 96.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6835f0d10da447f0909bd007befd7676
出典データセット
uspto-grants-1992_01
特許番号
US05079260

反応ノート

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