p-Toluenesulfonic acid → HCID 86694793、化合物

HRID 1055283ノート

反応式

HRID 1055283 の反応式
[CH2:1]([C:7]1([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[C:19]2[CH:18]=[C:17]3[CH:20](O)[CH:21]([CH3:23])[CH2:22][C:16]3=[CH:15][C:14]=2[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH2:25]([C:7]1([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[C:19]2[CH:18]=[C:17]3[CH:20]=[C:21]([CH3:23])[CH2:22][C:16]3=[CH:15][C:14]=2[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

参加物

4

反応物 2

HCID 6101p-Toluenesulfonic acidHCID 71089357HCID 71089357、化合物

生成物 1

HCID 86694793HCID 86694793、化合物収率 96.8%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

In a 500 mL round flask, 9,9-dihexyl-2-methyl-1,2,3,9-tetrahydrocyclopenta[b]fluoren-1-ol (80 g, 197.7 mmol) and p-toluene sulfonic acid (0.2 g) were dissolved in 320 mL of toluene, and then water was completely removed under reflux with Dean-Stark. The resultant material was cooled to room temperature, and then an ammonium chloride aqueous solution (150 mL) and 200 mL of diethyl ether were injected thereto, followed by separation of the organic layer. The organic layer collected by extracting the residue with diethyl ether was dried over magnesium sulfate, followed by removal of volatile materials, and then purified by using silica gel column chromatography, thereby obtaining 74.0 g of 9,9-dihexyl-2-methyl-3,9-dihydrocyclopenta[b]fluorene (yield: 96.8%).

後処理

  1. customwater was completely removed
  2. temperatureunder reflux with Dean-Stark
  3. customfollowed by separation of the organic layer
  4. customThe organic layer collected
  5. extractionby extracting the residue with diethyl ether
  6. dry with materialwas dried over magnesium sulfate
  7. customfollowed by removal of volatile materials
  8. custompurified

出典と根拠

ORDレコード
ord-ef01092bd9434d1cbe408d7fdc63c393
出典データセット
uspto-grants-2016_07
特許番号
US09394388B2

反応ノート

読み込み中…