Acetic Acid → Ethyl 4-(benzyloxy)-6-methyl-1H-indole-2-carboxylate

HRID 903918ノート

反応式

HRID 903918 の反応式
[CH2:1]([O:3][C:4](=[O:26])[C:5]([CH2:7][C:8]1[C:13]([N+:14]([O-])=O)=[CH:12][C:11]([CH3:17])=[CH:10][C:9]=1[O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=O)[CH3:2].C(O)(=O)C>O>[CH2:19]([O:18][C:9]1[CH:10]=[C:11]([CH3:17])[CH:12]=[C:13]2[C:8]=1[CH:7]=[C:5]([C:4]([O:3][CH2:1][CH3:2])=[O:26])[NH:14]2)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

4

反応物 2

HCID 176Acetic AcidHCID 543832372-Benzyloxy-4-methyl-6-nitrophenyl pyruvic acid ethyl ester

生成物 1

HCID 23335518Ethyl 4-(benzyloxy)-6-methyl-1H-indole-2-carboxylate収率 59%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

The solution of 30.6 g of the thus prepared 2-benzyloxy-4-methyl-6-nitrophenyl pyruvic acid ethyl ester in a composition of 250 ml glacial acetic acid and 15 ml water is brought to boiling. The heating is removed and the solution is mixed with 33.6 g zinc dust in such a manner that the boiling temperature is maintained. 5.6 g zinc dust is additionally added and heated to boiling for 30 minutes. The mixture is aspirated from the excessive zinc dust while still hot. The filter cake is washed well with glacial acetic acid and ethanol. The precipitate resulting during the cooling of the filtrate is aspirated and dried. There is obtained 15.7 g (~59% of theory) 4-benzyloxy-2-ethoxycarbonyl-6-methylindole; m.p. 167°-168° C.

後処理

  1. customThe heating is removed
  2. additionthe solution is mixed with 33.6 g zinc dust in such a manner that the boiling temperature
  3. temperatureis maintained
  4. addition5.6 g zinc dust is additionally added
  5. temperatureheated
  6. washThe filter cake is washed well with glacial acetic acid and ethanol
  7. customThe precipitate resulting during the
  8. temperaturecooling of the filtrate
  9. customdried

出典と根拠

ORDレコード
ord-450d988386ba4acc847cbd53ddeb97aa
出典データセット
uspto-grants-1980_10
特許番号
US04229464

反応ノート

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