Potassium Carbonate → Methyl 2-(formyl-5-methylphenoxy)propionate

HRID 257349

反応式

HRID 257349 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([OH:10])[C:5](=[CH:8][CH:9]=1)[CH:6]=[O:7].C(=O)([O-])[O-].[K+].[K+].Br[CH:18]([CH3:23])[C:19]([O:21][CH3:22])=[O:20]>CC(=O)CC>[CH:6]([C:5]1[CH:8]=[CH:9][C:2]([CH3:1])=[CH:3][C:4]=1[O:10][CH:18]([CH3:23])[C:19]([O:21][CH3:22])=[O:20])=[O:7]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 612002-Hydroxy-4-methylbenzaldehydeHCID 95576Methyl 2-bromopropionate

生成物 1

HCID 23286419Methyl 2-(formyl-5-methylphenoxy)propionate

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

反応条件

温度
70 °C

実験手順

A mixture of 6.0 g (0.0441 mole) of 4-methylsalicylaldehyde, 7.31 g (0.0529 mole) of potassium carbonate, and 8.62 g (0.0529 mole) of methyl 2-bromopropionate in 50 mL of 2-butanone was heated at 70° C. for approximately seventeen hours. The mixture was then filtered, and the filtrate was evaporated under reduced pressure, leaving a light yellow oil as a residue. This oil was placed on a silica gel column and eluted first with diethyl ether/petroleum ether (25/75) and then with diethyl ether. After the product-containing fractions were combined and the solvents evaporated under reduced pressure, 8.2 g of methyl 2-(2-formyl-5-methylphenoxy)propionate was recovered as a white solid, m.p. 65°-68° C. The NMR and IR spectra were consistent with the proposed structure.

後処理

  1. filtrationThe mixture was then filtered
  2. customthe filtrate was evaporated under reduced pressure
  3. customleaving a light yellow oil as a residue
  4. washeluted first with diethyl ether/petroleum ether (25/75)
  5. customthe solvents evaporated under reduced pressure, 8.2 g of methyl 2-(2-formyl-5-methylphenoxy)propionate
  6. customwas recovered as a white solid, m.p. 65°-68° C

出典と根拠

ORDレコード
ord-21867b433e8a4999b87a1adbc6af0b7c
出典データセット
uspto-grants-1993_11
特許番号
US05262390

関連ノート

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