Methyl 4-(4-oxo-chroman-3-ylidenemethyl)-benzoate → Methyl 4-chroman-3-ylmethyl-benzoate

HRID 736490

반응식

HRID 736490 반응식
O=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[O:5][CH2:4][C:3]1=[CH:12][C:13]1[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=1>CO.CC(N(C)C)=O.[Pd]>[O:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH2:2][CH:3]([CH2:12][C:13]2[CH:14]=[CH:15][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:21][CH:22]=2)[CH2:4]1

참가 물질

5

반응물 1

HCID 4240115Methyl 4-(4-oxo-chroman-3-ylidenemethyl)-benzoate

생성물 1

HCID 22478793Methyl 4-chroman-3-ylmethyl-benzoate수율 59.4%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 31374Dimethylacetamide용매

실험 절차

Pd/C 10% was added to a suspension of 260 (200 mg, 0.68 mmol) in MeOH (40 ml) and DMA (10 ml) which was previously purged under vacuum. The reaction mixture was stirred during 4 h at room temperature. After evaporation of the MeOH, water was added to the oily residue and the precipitate obtained was filtered. The crude residue was then purified by flash chromatography on silica gel (5-8% AcOEt/Hex)to afford the title compound 263 (114 mg, 59%) as a white solid. LRMS: 282.1 (Calc.); 283.0 (found).

후처리

  1. customwas previously purged under vacuum
  2. customAfter evaporation of the MeOH, water
  3. additionwas added to the oily residue
  4. customthe precipitate obtained
  5. filtrationwas filtered
  6. customThe crude residue was then purified by flash chromatography on silica gel (5-8% AcOEt/Hex)to

출처 및 근거

ORD 기록
ord-3e9170b0a1944cccba1345d3119a7dea
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07595343B2

연결된 노트

불러오는 중…