Sulfuric Acid → HCID 23125842、化合物

HRID 132729

反応式

HRID 132729 の反応式
[OH:1][CH2:2][C:3]1([CH2:16][OH:17])[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2.[C:18]([OH:22])(=O)[CH:19]=[CH2:20].[C:23]1([CH3:29])C=CC=C[CH:24]=1.S(=O)(=O)(O)[OH:31]>O>[C:29]([O:1][CH2:2][C:3]1([CH2:16][O:17][C:18](=[O:22])[CH:19]=[CH2:20])[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)(=[O:31])[CH:23]=[CH2:24]

参加物

6

反応物 4

HCID 1118Sulfuric AcidHCID 1140TolueneHCID 6581Acrylic AcidHCID 3450229H-Fluorene-9,9-dimethanol

生成物 1

HCID 23125842HCID 23125842、化合物収率 35%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

To 6.8 g (0.03 mol) 9,9-di(hydroxymethyl)fluorene was added 4.3 ml (0.06 mol) acrylic acid and 30 ml toluene. To the resulting homogenous mixture was added 0.2 ml concentrated sulfuric acid. Then the reaction mixture was heated refluxing for 7 hours, and the water resulted in the reaction process was separated by a water separator. The mixture was cooled to 70° C., neutralized to alkalinity with saturated sodium carbonate solution, and extracted with toluene. The organic phase was washed with saturated saline to neutrality and dried over anhydrous sodium sulfate. The solvent was removed. Purification by column chromatography gave 9,9-bis(acryloyloxymethyl)fluorene as a white solid, and the yield was 35%. m.p. was 73-75° C. 1HNMR: δ (ppm) 4.48(s, 4H, OCH3), 5.85-6.43(m, 6H, H on acryl), 7.32-7.78(m, 8H, ArH)

後処理

  1. temperatureThen the reaction mixture was heated
  2. temperaturerefluxing for 7 hours
  3. customwas separated by a water separator
  4. extractionextracted with toluene
  5. washThe organic phase was washed with saturated saline to neutrality
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was removed
  8. customPurification by column chromatography

出典と根拠

ORDレコード
ord-6624b75723ae49048122574af9c42322
出典データセット
uspto-grants-2008_06
特許番号
US07388061B2

関連ノート

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