1-Hydroxy-6-methylsulfonylindole → 6-methanesulfonyl-1H-indole

HRID 1371958

反応式

HRID 1371958 の反応式
[CH3:1][S:2]([C:5]1[CH:13]=[C:12]2[C:8]([CH:9]=[CH:10][N:11]2O)=[CH:7][CH:6]=1)(=[O:4])=[O:3]>P(OCC)(OCC)OCC.C(OCC)C>[CH3:1][S:2]([C:5]1[CH:13]=[C:12]2[C:8]([CH:9]=[CH:10][NH:11]2)=[CH:7][CH:6]=1)(=[O:4])=[O:3]

参加物

4

反応物 1

HCID 7035381-Hydroxy-6-methylsulfonylindole

生成物 1

HCID 27610676-methanesulfonyl-1H-indole

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 31215Triethyl phosphite溶媒

反応条件

温度
160 °C

実験手順

Dissolve 6-Methanesulfonyl-indol-1-ol (5.0 g, 23.7 mmol) in triethyl phosphite (35 ml) and heat at 160° C. for 5 hours. Cool the solution to ambient temperature and dilute with diethyl ether. Wash the ether solution with brine and water followed by drying (sodium sulfate) and reducing to residue. Crystallize the residue from warm ethyl acetate to give the title compound as colorless cubes: mp 149–152° C. MS (ACPI): m/e 196.0 (M+1). Analysis for C9H9NO2S: Calcd: C, 55.37; H, 4.65; N, 7.17; found: C, 55.14; H, 4.71; N, 7.20.

後処理

  1. temperatureCool the solution to ambient temperature
  2. washWash the ether solution with brine and water
  3. dry with materialby drying (sodium sulfate)
  4. customCrystallize the residue
  5. temperaturefrom warm ethyl acetate

出典と根拠

ORDレコード
ord-d9a31402847d495ba9abaf5773d1d913
出典データセット
uspto-grants-2007_01
特許番号
US07157488B2

関連ノート

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