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

HRID 485151

반응식

HRID 485151 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2a8023f98b2841b287ce88a35ef8fafc
출처 데이터셋
uspto-grants-1985_08
특허 번호
US04535183

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