Propionic Acid → Ethyl (4E)-4-methyl-5-(4-methylphenyl)-4-pentenoate

HRID 2408246ノート

反応式

HRID 2408246 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[C:9]([CH3:11])=[CH2:10])=[CH:4][CH:3]=1.[C:13](OCC)([O:18]CC)([O:15][CH2:16][CH3:17])[CH3:14].C(O)(=O)CC>C(O)C>[CH3:10]/[C:9](=[CH:8]\[C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=1)/[CH2:11][CH2:14][C:13]([O:15][CH2:16][CH3:17])=[O:18]

参加物

5

反応物 3

HCID 1032Propionic AcidHCID 66221Triethyl orthoacetateHCID 540233242-Methyl-1-(4-methylphenyl)prop-2-en-1-ol

生成物 1

HCID 58390605Ethyl (4E)-4-methyl-5-(4-methylphenyl)-4-pentenoate収率 24%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

1-(4-methylphenyl)-2-methyl-2-propen-1-ol (64.9 g, 0.4 mol) and triethyl orthoacetate (335 g, 2 mol) were heated in the presence of propionic acid (0.5 ml) in an oil bath at 150° C. (the ethanol formed during the reaction distills during this period) for 3 hours, then progressively to 200° C. (to distill off the excess orthoacetate). The product was then distilled under high vacuum (105° C./0.001 mbar) through a 20-cm Widmer column. 21.5 g of the desired product were obtained (94% purity, yield=24%).

後処理

  1. customformed during the reaction
  2. distillationdistills during this period) for 3 hours
  3. distillationprogressively to 200° C. (to distill off the excess orthoacetate)
  4. distillationThe product was then distilled under high vacuum (105° C./0.001 mbar) through a 20-cm Widmer column

出典と根拠

ORDレコード
ord-d23fded8190f4971a4a881858edb4e7d
出典データセット
uspto-grants-2014_08
特許番号
US08815792B2

反応ノート

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