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

HRID 252763

反応式

HRID 252763 の反応式
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

参加物

5

反応物 1

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

生成物 1

HCID 22478793Methyl 4-chroman-3-ylmethyl-benzoate収率 59.4%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 887Methanol溶媒HCID 31374Dimethylacetamide溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-45ed9d5bd5034c37a26588f60357fb8a
出典データセット
uspto-grants-2011_01
特許番号
US07868204B2

関連ノート

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