Sodium Iodide → Ethyl 7-(2-formyl-3-methoxyphenoxy)heptanoate

HRID 485151

反応式

HRID 485151 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH3:11])[C:3]=1[CH:4]=[O:5].Br[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(O)C>[CH:4]([C:3]1[C:6]([O:10][CH3:11])=[CH:7][CH:8]=[CH:9][C:2]=1[O:1][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[O:5]

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 696926-MethoxysalicylaldehydeHCID 122490Ethyl 7-bromoheptanoate

生成物 1

HCID 20271544Ethyl 7-(2-formyl-3-methoxyphenoxy)heptanoate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2-Hydroxy-6-methoxybenzaldehyde (3.04 g, 0.02 M), ethyl 7-bromoheptanoate (4.74 g, 0.02 M), anhydrous potassium carbonate (2.97 g), sodium iodide (0.12 g) and ethanol (27 ml) were refluxed with stirring for 19 hr. The cooled reaction mixture was filtered and the solid washed with ethanol. The filtrate was evaporated to dryness and the residue partitioned between ether (40 ml) and water (40 ml). The organic layer was separated and washed with ZN sodium hydroxide solution, water, dried (sodium sulphate) and evaporated to give ethyl 7-(2-formyl-3-methoxyphenoxy)heptanoate, 4.2 g, 68% as an oil.

後処理

  1. customThe cooled reaction mixture
  2. filtrationwas filtered
  3. washthe solid washed with ethanol
  4. customThe filtrate was evaporated to dryness
  5. customthe residue partitioned between ether (40 ml) and water (40 ml)
  6. customThe organic layer was separated
  7. washwashed with ZN sodium hydroxide solution, water
  8. dry with materialdried (sodium sulphate)
  9. customevaporated

出典と根拠

ORDレコード
ord-2a8023f98b2841b287ce88a35ef8fafc
出典データセット
uspto-grants-1985_08
特許番号
US04535183

関連ノート

読み込み中…