Phosphoric Acid → 2-(4-Methylsulfonylphenyl)-1-phenylazulene

HRID 1456822노트

반응식

HRID 1456822 반응식
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:20]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:19]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=[CH:18]3)[C:12]=2C(OC)=O)=[CH:7][CH:6]=1)(=[O:4])=[O:3].P(=O)(O)(O)O>>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH:12]=[C:13]3[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=[CH:14]3)[C:20]=2[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:9][CH:10]=1)(=[O:3])=[O:4]

참가 물질

3

반응물 2

HCID 1004Phosphoric AcidHCID 22107203Methyl 2-(4-methylsulfonylphenyl)-3-phenylazulene-1-carboxylate

생성물 1

HCID 221071632-(4-Methylsulfonylphenyl)-1-phenylazulene수율 89.4%

반응 조건

온도
120 °C

실험 절차

Methyl 2-(4-methylsulfonylphenyl)-3-phenylazulene-1-carboxylate(0.13 g) was treated with 100% phosphoric acid (5.0 ml). After stirring for 10 min at 120° C., the reaction mixture was poured into ice-water, followed by extracted with EtOAc. The combined EtOAc extracts were washed with water and brine, dried over Na2SO4 and concentrated. The crude product was purified by SiO2 column chromatography (benzenee/Et2O, 50: 1) to give the title compound (0.10 g) as violet crystals; mp 139°-140° C.

후처리

  1. extractionby extracted with EtOAc
  2. washThe combined EtOAc extracts were washed with water and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated
  5. customThe crude product was purified by SiO2 column chromatography (benzenee/Et2O, 50: 1)

출처 및 근거

ORD 기록
ord-4450231d752345ca9a88b2df2f88f361
출처 데이터셋
uspto-grants-1998_12
특허 번호
US05843999

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