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Hydrochloric Acid → HCID 59277605、化合物

HRID 2097199
ノート
印刷プレビュー

反応式

HRID 2097199 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[CH3:11])[NH:7][C:6](C(O)=O)=[C:5]2[CH3:15].BrC1C(C)=C2C(=CC=1)NC(C(O)=O)=C2C.CCOCC.Cl>N1C2C(=CC=CC=2)C=CC=1.[Cu]>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[CH3:11])[NH:7][CH:6]=[C:5]2[CH3:15]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 59277568894853-35-1HCID 66967595HCID 66967595、化合物

生成物 1

HCID 59277605HCID 59277605、化合物収率 37%

試薬・触媒・溶媒 2

HCID 23978Copper触媒
HCID 7047
Quinoline
溶媒

反応条件

温度
240 °C

実験手順

A 1:1 mixture of 5-bromo-3,6-dimethyl-1H-indole-2-carboxylic acid and 5-bromo-3,4-dimethyl-1H-indole-2-carboxylic acid (4.39 g, 16.4 mmol) in quinoline (10 mL) with copper powder (250 mg) was stirred at 240° C. for 3 h to give the corresponding mixture of the decarboxylated products. Upon cooling, ether (200 mL) was added and the mixture acidified with 5N HCl. The layers were separated, the organics were washed with brine, dried and evaporated. Chromatography (silica, 15% CH2Cl2 in hexane) and crystallization from a CH2Cl2/hexane mixture afforded the title compound (1.35 g 37%). 1H NMR (300 MHz, CDCl3). 7.74 (s, 1H), 7.21 (is, 1H), 6.90 (s, 1H), 2.48 (s, 3H), 2.27 (s, 3H).

後処理

  1. customto give
  2. additionthe corresponding mixture of the decarboxylated products
  3. temperatureUpon cooling
  4. customThe layers were separated
  5. washthe organics were washed with brine
  6. customdried
  7. customevaporated
  8. customChromatography (silica, 15% CH2Cl2 in hexane) and crystallization from a CH2Cl2/hexane mixture

出典と根拠

ORDレコード
ord-fa71248bb219462281d3a76ddae61759
出典データセット
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08450307B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート