Triethylsilane → 3-[4-(2,3,4,5-tetramethoxy-6-methylbenzyl)phenyl]acrylic Acid Ethylester

HRID 496328노트

반응식

HRID 496328 반응식
C([SiH](CC)CC)C.FC(F)(F)S(O[Si](C)(C)C)(=O)=O.[CH2:20]([O:22][C:23](=[O:52])[CH:24]=[CH:25][C:26]1[CH:31]=[CH:30][C:29]([CH:32](OC(=O)C)[C:33]2[C:38]([CH3:39])=[C:37]([O:40][CH3:41])[C:36]([O:42][CH3:43])=[C:35]([O:44][CH3:45])[C:34]=2[O:46][CH3:47])=[CH:28][CH:27]=1)[CH3:21]>C(Cl)Cl>[CH2:20]([O:22][C:23](=[O:52])[CH:24]=[CH:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32][C:33]2[C:38]([CH3:39])=[C:37]([O:40][CH3:41])[C:36]([O:42][CH3:43])=[C:35]([O:44][CH3:45])[C:34]=2[O:46][CH3:47])=[CH:28][CH:27]=1)[CH3:21]

참가 물질

5

반응물 3

HCID 12052TriethylsilaneHCID 65367Trimethylsilyl triflateHCID 86759842HCID 86759842, 화합물

생성물 1

HCID 867598433-[4-(2,3,4,5-tetramethoxy-6-methylbenzyl)phenyl]acrylic Acid Ethylester수율 92%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of triethylsilane (720 mg, 6.21 mmol) and trimethylsilyl trifluoromethanesulfonate (TMSOTf) in methylene chloride (250 ml) was added dropwise a solution of the compound (2.37 g, 5.17 mmol) obtained in Step 3 in methylene chloride (50 ml) and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was washed with water, dried, and then the solvent was distilled off. The residue was purified by a silica gel column chromatography (hexane:ethyl acetate=4:1) to yield the title compound (1.90 g, 4.74 mmol, yield 92%).

후처리

  1. washThe reaction mixture was washed with water
  2. customdried
  3. distillationthe solvent was distilled off
  4. customThe residue was purified by a silica gel column chromatography (hexane:ethyl acetate=4:1)

출처 및 근거

ORD 기록
ord-2f573344a9524ffabf36dd055e848738
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06943196B1

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