9,9-Dimethylfluorene → HCID 71089313, 화합물

HRID 1410318노트

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HRID 1410318 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 71089313HCID 71089313, 화합물수율 94.8%

시약·촉매·용매 1

HCID 6348Carbon Disulfide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d6c2db5e2c1849a6a83fbfc5e007ffe1
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08921499B2

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