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

HRID 1772173노트

반응식

HRID 1772173 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 6422Trifluoroacetic acid용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-2d2b54f742be4a319fc19536e0ca3c0d
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249151B2

반응 노트

불러오는 중…