甲基硫酸酯-13C2 → 6-bromo-N-methylnaphthalen-2-amine

HRID 984706

反应方程式

HRID 984706 反应方程式
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Br:12])[CH:8]=2)[CH:3]=1.S(OC)(O[CH3:17])(=O)=O.C(OCC)(=O)C.[OH-].[Na+]>O1CCOCC1>[Br:12][C:7]1[CH:6]=[CH:5][C:4]2[C:9](=[CH:10][CH:11]=[C:2]([NH:1][CH3:17])[CH:3]=2)[CH:8]=1

参与物

6

反应物 4

HCID 6497甲基硫酸酯-13C2HCID 8857乙酸乙酯HCID 14798二甲基对苯二胺二盐酸HCID 3484046-溴-2-氨基萘

产物 1

HCID 3000586-bromo-N-methylnaphthalen-2-amine

试剂、催化剂与溶剂 1

HCID 312751,4-二氧六环溶剂

实验过程

A solution of 2-amino-6-bromonaphthalene (2.0 g) in 1,4-dioxane (30 ml) was added dropwise with dimethyl sulfate (1300 μl) and stirred at room temperature for 46 hours. The reaction mixture was added with ethyl acetate (90 ml) and then added with 1 N aqueous sodium hydroxide (5 ml). This mixture was extracted with ethyl acetate (150 ml×3). The organic layer was washed with saturated brine and dried, and then the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography (hexane:ethyl acetate=15:1) to obtain the title compound (Intermediate 27, 152 mg).

后处理

  1. extractionThis mixture was extracted with ethyl acetate (150 ml×3)
  2. washThe organic layer was washed with saturated brine
  3. customdried
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by flash column chromatography (hexane:ethyl acetate=15:1)

来源与证据

ORD记录
ord-ab1d99d0d5f54fb4980e8525c0c08449
来源数据集
uspto-grants-2005_03
专利号
US06867320B2

关联笔记

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