Hydrochloric Acid → HCID 57722984、化合物

HRID 1987036ノート

反応式

HRID 1987036 の反応式
[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].C[Al](C)C.C1(C)C=CC=CC=1.[Cl:20][C:21]1[C:26]([CH2:27][CH2:28][C:29](OC)=[O:30])=[C:25]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=2[Cl:39])[CH:24]=[C:23]([Cl:40])[N:22]=1.Cl>ClCCl.O>[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH:4][C:29](=[O:30])[CH2:28][CH2:27][C:26]1[C:21]([Cl:20])=[N:22][C:23]([Cl:40])=[CH:24][C:25]=1[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[Cl:39]

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 72402-ChloroanilineHCID 16682925TrimethylaluminumHCID 57722978HCID 57722978、化合物

生成物 1

HCID 57722984HCID 57722984、化合物収率 85%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

2-Chloroaniline (0.87 ml, 8.21 mmol) in dichloromethane (80 ml) was treated with 2M trimethylaluminium in toluene (4.1 ml, 8.2 mmol) at 0-5° under nitrogen. After stirring for 15 min. a solution of methyl 3-[2,6-dichloro-4-(2-chlorophenyl)-3-pyridinyl]propanoate (1.40 g, 4.063 mmol) in dichloromethane (40 ml) was added and the solution stirred at 21° for 17 h. Water (15 ml) was added (very slowly at first), followed by sufficient 2M hydrochloric acid to dissolve all the precipitated aluminium salts. The organic phase was separated and the aqueous phase further extracted with dichloromethane (50 ml). The combined organic extracts passed through a hydrophobic frit, evaporated in vacuo, and the oily residue purified by column chromatography over silica (70 g) eluting with cyclohexane-ethyl acetate (100:0-65:35) to afford the title compound as a gum (1.52 g, 85%).

後処理

  1. additionwas added
  2. customThe organic phase was separated
  3. extractionthe aqueous phase further extracted with dichloromethane (50 ml)
  4. customevaporated in vacuo
  5. customthe oily residue purified by column chromatography over silica (70 g)
  6. washeluting with cyclohexane-ethyl acetate (100:0-65:35)

出典と根拠

ORDレコード
ord-53d3b07ad5974f3ba7e0cd7603bcd0c8
出典データセット
uspto-grants-2009_06
特許番号
US07550480B2

反応ノート

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