Dimethylformamide → HCID 14722832、化合物

HRID 478022ノート

反応式

HRID 478022 の反応式
I[CH2:2][CH2:3][CH2:4][O:5][C:6]1[C:15]([CH2:16][CH2:17][CH3:18])=[C:14]2[C:9]([CH2:10][CH2:11][CH:12]([C:19]([O:21][CH3:22])=[O:20])[O:13]2)=[CH:8][CH:7]=1.[C:23](=[O:26])([O-])[O-].[K+].[K+].CN([CH:32]=[O:33])C>>[C:6]([C:7]1[CH:8]=[CH:9][C:32]([O:33][CH2:2][CH2:3][CH2:4][O:5][C:6]2[CH:7]=[CH:8][C:9]3[CH2:10][CH2:11][CH:12]([C:19]([O:21][CH3:22])=[O:20])[O:13][C:14]=3[C:15]=2[CH2:16][CH2:17][CH3:18])=[C:19]([CH2:12][CH:11]=[CH2:10])[C:23]=1[OH:26])(=[O:5])[CH3:15]

参加物

4

反応物 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 14722828HCID 14722828、化合物

生成物 1

HCID 14722832HCID 14722832、化合物

実験手順

2,4-Dihydroxy-3-(2-propenyl) acetophenone (Aldrich, 12.5 g, 65 mMol) and methyl 7-(3-iodopropoxy)-8-propylchroman-2-carboxylate (29.9 g, 71.5 mMol) were dissolved in DMF (300 ml) containing powdered potassium carbonate (26.91 g, 195 mMol). The mixture was allowed to stir at room temperature under nitrogen for 8 hours and then partitioned between water and toluene. The organic layer was separated and washed with water and brine and then dried over sodium sulfate. Evaporation of the volatiles in vacuo afforded 36 g of crude product which was chromatographed on Merck 60 silica gel using 5:95 ethyl acetate/toluene as eluant. 25 g of pure methyl 7-[3-[4-acetyl-3-hydroxy-2-(2-propenyl)phenoxy]propoxy]-3,4-dihydro-8-propyl-2H-1-benzopyran-2-carboxylate were obtained in this manner.

後処理

  1. custompartitioned between water and toluene
  2. customThe organic layer was separated
  3. washwashed with water and brine
  4. dry with materialdried over sodium sulfate
  5. customEvaporation of the volatiles in vacuo
  6. customafforded 36 g of crude product which
  7. customwas chromatographed on Merck 60 silica gel using 5:95 ethyl acetate/toluene as eluant

出典と根拠

ORDレコード
ord-a4b5968027e8473899b11d43094bc477
出典データセット
uspto-grants-1989_12
特許番号
US04889871

反応ノート

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