Sodium Iodide → (R)-2-Iodo-1-[4-phenylmethoxy-3-[(methylsulfonyl)amino]phenyl]ethanol

HRID 1351923ノート

反応式

HRID 1351923 の反応式
Br[CH2:2][C@@H:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:7]([NH:19][S:20]([CH3:23])(=[O:22])=[O:21])[CH:6]=1)[OH:4].[Na+].[I-:25]>CC(C)=O>[I:25][CH2:2][C@@H:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:7]([NH:19][S:20]([CH3:23])(=[O:22])=[O:21])[CH:6]=1)[OH:4]

参加物

4

反応物 2

HCID 5238Sodium IodideHCID 46938714(R)-2-Bromo-1-[4-phenylmethoxy-3-[(methylsulfonyl)amino]phenyl]ethanol

生成物 1

HCID 53853223(R)-2-Iodo-1-[4-phenylmethoxy-3-[(methylsulfonyl)amino]phenyl]ethanol収率 95.3%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of (R)-2-bromo-1-[4-(phenylmethoxy)-3-[(methyl-sulfonyl)amino]phenyl]ethanol (880 mg, 2.2 mmol) and NaI (3.66 g, 24.4 mmol) is refluxed in acetone (35 mL) for one hour. After the mixture is filtered, the filtrate is concentrated, and the residue is separated into ethyl acetate and water. The organic phase is washed with a 25% (w/w) aqueous sodium bisulfite solution, and dried over magnesium sulfate to give the desired (R)-2-iodo-1-[4-(phenylmethoxy)-3-[(methyl-sulfonyl)amino]phenyl]ethanol (938 mg, yield: 95%).

後処理

  1. filtrationAfter the mixture is filtered
  2. concentrationthe filtrate is concentrated
  3. customthe residue is separated into ethyl acetate and water
  4. washThe organic phase is washed with a 25% (w/w) aqueous sodium bisulfite solution
  5. dry with materialdried over magnesium sulfate

出典と根拠

ORDレコード
ord-8174f57b0adb476a927a8728b0c3dc55
出典データセット
uspto-grants-2007_05
特許番号
US07217724B2

反応ノート

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