4-甲氧基-3-甲基苯甲基氯 → HCID 22117274，化合物

HRID 1275903

反应方程式

HRID 1275903 反应方程式
C([Li])CCC.[CH3:6][C:7]1([CH3:20])[CH2:11][O:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][C:13]=2[CH3:19])=[N:8]1.Cl[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[C:25]([CH3:31])[CH:24]=1>C1COCC1>[CH3:30][O:29][C:26]1[CH:27]=[CH:28][C:23]([CH2:22][CH2:19][C:13]2[CH:14]=[C:15]([CH3:18])[CH:16]=[CH:17][C:12]=2[C:9]2[O:10][CH2:11][C:7]([CH3:20])([CH3:6])[N:8]=2)=[CH:24][C:25]=1[CH3:31]

参与物

5

反应物 3

HCID 1437424-甲氧基-3-甲基苯甲基氯HCID 221172732-[2,4-Dimethylphenyl]-4,5-dihydro-4,4-dimethyloxazoleHCID 178418339正丁基锂

产物 1

HCID 22117274HCID 22117274，化合物

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂2 次

反应条件

温度
0 °C

实验过程

n-Butyllithium (14.4 ml, 2.5M solution in hexane) was added dropwise to a stirred solution of the product from step (i) (6.9 g) in THF (100 ml) at 0° C. The solution was stirred at 0° C. for 1 hour and then transferred by cannula into a solution of 4-chloromethyl-1-methoxy-2-methylbenzene (J. Chem. Soc. 1956, 2455) (5.86 g) in THF (60 ml) at -30° C. The mixture was stirred for 1 hour and allowed to warm to room temperature. After 30 minutes the reaction was quenched with water. The mixture was partitioned between ethyl acetate and water. The organic phase was washed with water, dried (MgSO4) and evaporated. Purification was by chromatography eluting with 5% ethyl acetate in isohexane. Yield 2.16 g.

后处理

  1. stirringThe mixture was stirred for 1 hour
  2. temperatureto warm to room temperature
  3. customAfter 30 minutes the reaction was quenched with water
  4. customThe mixture was partitioned between ethyl acetate and water
  5. washThe organic phase was washed with water
  6. dry with materialdried (MgSO4)
  7. customevaporated
  8. customPurification
  9. washeluting with 5% ethyl acetate in isohexane

来源与证据

ORD记录
ord-3586f2b78c074b26a38a61144b804e66
来源数据集
uspto-grants-2000_12
专利号
US06162808

关联笔记

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