p-Toluenesulfonic acid → HCID 86694793, 화합물

HRID 1055283노트

반응식

HRID 1055283 반응식
[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]

참가 물질

4

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 71089357HCID 71089357, 화합물

생성물 1

HCID 86694793HCID 86694793, 화합물수율 96.8%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-ef01092bd9434d1cbe408d7fdc63c393
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09394388B2

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