Butyl methyl ether → HCID 18925346、化合物

HRID 1289020

反応式

HRID 1289020 の反応式
[CH2:1]([O:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][C:19]=1[O:20][CH3:21])[CH:15]=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O:24][C:25](=O)[CH:26](Br)[CH2:27]C)C.COCCCC.C[O-].[Na+]>O.C(O)(=O)C>[CH2:26]([C:25]([CH2:15][C:14]1[CH:17]=[CH:18][C:19]([O:20][CH3:21])=[C:12]([O:11][CH2:10][CH2:9][O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:13]=1)=[O:24])[CH3:27]

参加物

7

反応物 4

HCID 12338Butyl methyl ether2 回HCID 79039Butanoic acid, 2-bromo-, ethyl esterHCID 10942334Sodium MethoxideHCID 217163293-(2-Benzyloxyethoxy)-4-methoxy-benzaldehyde

生成物 1

HCID 18925346HCID 18925346、化合物

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

24 g of the product of step (ii) 21.5 g bromobutyric acid ethyl ester and 30 ml t.butyl methyl ether are added dropwise over 50 mins. at 5° C. to a pre-prepared suspension of sodium methylate in 25 ml t.butyl methyl ether. The reaction mixture is stirred for 45 mins. at ca. 5° C. and then stirred for 12 hrs. at room temperature. The pH is adjusted to 5 by addition of glacial acetic acid and the obtained suspension diluted with H2O and extracted 3× with t.butyl methyl ether. The organic phase is extracted with NaHCO3 (1×) and brine (1×), and evaporated to ca. 100 ml. 13.5 ml 50% aqueous NaOH are added drop-wise and the whole stirred for 2 hrs. at 40° C., diluted with 50 ml. H2O and stirred for a further 30 mins. at room temperature. The organic phase is separated and the aqueous phase adjusted to pH 1 at max. 40° C. with 15 ml conc. HCl. The reaction mixture is stirred at 40° C. for a further 1.5 hrs., cooled to room temperature and extracted with toluene. The organic phase is washed with NaHCO3 and brine, dried over Na2SO4, filtered and evaporated to yield the title compound as an oil.

後処理

  1. stirringat ca. 5° C. and then stirred for 12 hrs
  2. customat room temperature
  3. extractionextracted 3× with t
  4. extractionThe organic phase is extracted with NaHCO3 (1×) and brine (1×)
  5. customevaporated to ca. 100 ml
  6. addition13.5 ml 50% aqueous NaOH are added drop-wise
  7. stirringthe whole stirred for 2 hrs
  8. additionat 40° C., diluted with 50 ml
  9. stirringH2O and stirred for a further 30 mins
  10. customat room temperature
  11. customThe organic phase is separated
  12. custom40° C.
  13. stirringThe reaction mixture is stirred at 40° C. for a further 1.5 hrs
  14. extractionextracted with toluene
  15. washThe organic phase is washed with NaHCO3 and brine
  16. dry with materialdried over Na2SO4
  17. filtrationfiltered
  18. customevaporated

出典と根拠

ORDレコード
ord-65e29963b8bb4ab7b552258883b5b431
出典データセット
uspto-grants-1998_05
特許番号
US05747506

関連ノート

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