9,9-Dimethylfluorene → HCID 71089313、化合物

HRID 1410318ノート

反応式

HRID 1410318 の反応式
[CH3:1][C:2]1([CH3:15])[C:14]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.Br[C:17]([CH3:22])([CH3:21])[C:18](Br)=[O:19].[Cl-].[Cl-].[Cl-].[Al+3]>C(=S)=S>[CH3:21][CH:17]1[C:18](=[O:19])[C:5]2=[CH:4][C:3]3[C:2]([CH3:15])([CH3:1])[C:14]4[C:9]([C:8]=3[CH:7]=[C:6]2[CH2:22]1)=[CH:10][CH:11]=[CH:12][CH:13]=4

参加物

5

反応物 3

HCID 783259,9-DimethylfluoreneHCID 886852-Bromo-2-methylpropionyl bromideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 71089313HCID 71089313、化合物収率 94.8%

試薬・触媒・溶媒 1

HCID 6348Carbon Disulfide溶媒

実験手順

A 2000 mL round flask was charged with 9,9-dimethyl-9H-fluorene (50 g, 257.4 mmol) and 2-bromo-2-methylpropanoyl bromide (61.0 g, 265.1 mmol), and then dissolved with 700 mL of carbon disulfide inputted thereto. Then, the reactor was cooled with ice water. Under nitrogen atmosphere, aluminum trichloride (85.8 g, 643.4 mmol) was slowly added thereto in ten lots over 2 hours. The mixture was stirred at room temperature for 8 hours, and then the reaction was terminated by addition of 500 mL of distilled water. The resultant mixture was diluted by adding 500 mL of methyl chloride and washed with 500 mL of distilled water three times. The organic layer was dried over magnesium sulfate, followed by removal of volatile materials and drying, and then recrystallized by using methyl chloride and methanol, to thereby obtain 64.0 g of 2,9,9-trimethyl-2,3-dihydrocyclopenta[b]fluoren-1(9H)-one (yield: 94.8%) as white solid.

後処理

  1. customthe reaction was terminated by addition of 500 mL of distilled water
  2. additionThe resultant mixture was diluted
  3. additionby adding 500 mL of methyl chloride
  4. washwashed with 500 mL of distilled water three times
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. customfollowed by removal of volatile materials
  7. customdrying
  8. customrecrystallized

出典と根拠

ORDレコード
ord-d6c2db5e2c1849a6a83fbfc5e007ffe1
出典データセット
uspto-grants-2014_12
特許番号
US08921499B2

反応ノート

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