N-Iodosuccinimide → 5-Iodo-6-methoxynaphthalene-2-carbonitrile

HRID 1772173

反応式

HRID 1772173 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C:13]#[N:14])[CH:7]=[CH:6]2.[I:15]N1C(=O)CCC1=O.C(=O)([O-])O.[Na+]>C(#N)C.C(O)(C(F)(F)F)=O>[I:15][C:4]1[C:3]([O:2][CH3:1])=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][C:8]([C:13]#[N:14])=[CH:9]2

参加物

6

反応物 3

HCID 120273N-IodosuccinimideHCID 3491736-Methoxynaphthalene-2-carbonitrileHCID 516892Sodium Bicarbonate

生成物 1

HCID 1179026645-Iodo-6-methoxynaphthalene-2-carbonitrile

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 6422Trifluoroacetic acid溶媒

実験手順

A mixture of 6-methoxynaphthalene-2-carbonitrile (1.0 g, 5.5 mmol), N-iodosuccinimide (1.4 g, 6.0 mmol) in ACN (10 ml) and TFA (125 μl) is stirred at RT for 4 h. A saturated aqueous solution of sodium hydrogencarbonate is added and the mixture extracted with DCM. The combined organic layers are extracted with an aqueous solution of sodium thiosulfate, dried over MgSO4 and concentrated in vacuo. The product is purified by RP HPLC. Yield: 1.68 g (99%). HPLC-MS: tR=1.32 min (METHOD—1).

後処理

  1. extractionthe mixture extracted with DCM
  2. extractionThe combined organic layers are extracted with an aqueous solution of sodium thiosulfate
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe product is purified by RP HPLC

出典と根拠

ORDレコード
ord-2d2b54f742be4a319fc19536e0ca3c0d
出典データセット
uspto-grants-2016_02
特許番号
US09249151B2

関連ノート

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