Hydrochloric Acid → beta-cyano-N-(2,4,6-trimethoxyphenyl)benzene propanamide

HRID 2380465ノート

反応式

HRID 2380465 の反応式
[C:1]([CH:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:4][C:5]([OH:7])=O)#[N:2].C(N(CC)CC)C.[CH3:21][O:22][C:23]1[CH:29]=[C:28]([O:30][CH3:31])[CH:27]=[C:26]([O:32][CH3:33])[C:24]=1[NH2:25].Cl.C1CCC(N=C=NC2CCCCC2)CC1>ClCCl>[C:1]([CH:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:4][C:5]([NH:25][C:24]1[C:26]([O:32][CH3:33])=[CH:27][C:28]([O:30][CH3:31])=[CH:29][C:23]=1[O:22][CH3:21])=[O:7])#[N:2]

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 10868DicyclohexylcarbodiimideHCID 842712,4,6-TrimethoxyanilineHCID 111946253-Cyano-3-phenylpropanoic acid

生成物 1

HCID 86748282beta-cyano-N-(2,4,6-trimethoxyphenyl)benzene propanamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a dichloromethane (150 mL) solution of 3-cyano-3-phenylpropionic acid (5 g, 0.0286 mol) at 0° C. under a nitrogen atmosphere was added triethylamine (4 mL, 0.0286 mol) and 2,4,6-trimethoxyaniline.HCl (6.3 g, 0.0286 mol). To this solution was added DCC (6.2 g, 0.29 mol). The resulting mixture was allowed to warm to room temperature over 3 hours. This was then filtered and the filtrate partitioned between 1N HCl and dichloromethane. The organic layer was washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. The resulting solid (5.1 g) was recrystallized from dichloromethane/hexanes, mpt 157°-160° C.

後処理

  1. filtrationThis was then filtered
  2. customthe filtrate partitioned between 1N HCl and dichloromethane
  3. washThe organic layer was washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe resulting solid (5.1 g) was recrystallized from dichloromethane/hexanes, mpt 157°-160° C.

出典と根拠

ORDレコード
ord-4ea83dcd4cde43afbcfb6044558166e8
出典データセット
uspto-grants-1994_11
特許番号
US05366987

反応ノート

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