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

HRID 2380465노트

반응식

HRID 2380465 반응식
[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]

참가 물질

7

반응물 5

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-4ea83dcd4cde43afbcfb6044558166e8
출처 데이터셋
uspto-grants-1994_11
특허 번호
US05366987

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