Acetone → Ethyl 6-[(prop-2-en-1-yl)oxy]-1H-indole-2-carboxylate

HRID 255507ノート

反応式

HRID 255507 の反応式
[OH:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[C:7]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[NH:8]2)=[CH:4][CH:3]=1.[CH2:16](Br)[CH:17]=[CH2:18].C([O-])([O-])=O.[K+].[K+].CC(C)=O>[Cl-].[Na+].O>[CH2:18]([O:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[C:7]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[NH:8]2)=[CH:4][CH:3]=1)[CH:17]=[CH2:16]

参加物

6

反応物 4

HCID 180AcetoneHCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 18459473HCID 18459473、化合物

生成物 1

HCID 13203761Ethyl 6-[(prop-2-en-1-yl)oxy]-1H-indole-2-carboxylate

試薬・触媒・溶媒 1

HCID 57417360Sodium chloride; water溶媒

実験手順

Ethyl 6-hydroxy-1H-indole-2-carboxylate (4.6 g, 0.02 M) was heated under reflux with allylbromide (3 g, 2.2 ml, 0.025 M), K2CO3 (4.14 g 0.03 M) and acetone (150 ml) for 20 hours. On cooling the mixture was poured into brine and extracted into ethyl acetate, washed with brine, dried over magnesium sulphate and evaporated to dryness. The resulting crude brown solid was purified by extraction into hot 60°-80° petroleum ether to yield a yellow solid which was dried in vacuo, 4 g, 72%, mp 89°-91°.

後処理

  1. temperatureOn cooling the mixture
  2. extractionextracted into ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over magnesium sulphate
  5. customevaporated to dryness
  6. customThe resulting crude brown solid was purified by extraction into hot 60°-80° petroleum ether
  7. customto yield a yellow solid which
  8. customwas dried in vacuo, 4 g, 72%, mp 89°-91°

出典と根拠

ORDレコード
ord-f734b12ab828442bb6c58dbc36ee71c8
出典データセット
uspto-grants-1987_10
特許番号
US04698345

反応ノート

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