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

HRID 1456822ノート

反応式

HRID 1456822 の反応式
[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]

参加物

3

反応物 2

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

生成物 1

HCID 221071632-(4-Methylsulfonylphenyl)-1-phenylazulene収率 89.4%

反応条件

温度
120 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-4450231d752345ca9a88b2df2f88f361
出典データセット
uspto-grants-1998_12
特許番号
US05843999

反応ノート

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