Dimethylformamide dimethyl acetal → (E)-Methyl 4-(2-(dimethylamino)vinyl)-3-nitrobenzoate

HRID 1198953

반응식

HRID 1198953 반응식
[CH3:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].CO[CH:17](OC)[N:18]([CH3:20])[CH3:19]>CN(C)C=O>[CH3:17][N:18]([CH3:20])/[CH:19]=[CH:1]/[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13]

참가 물질

4

반응물 2

HCID 78373Dimethylformamide dimethyl acetalHCID 81816Methyl 4-methyl-3-nitrobenzoate

생성물 1

HCID 894337(E)-Methyl 4-(2-(dimethylamino)vinyl)-3-nitrobenzoate수율 98%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
130 °C

실험 절차

A solution of methyl 4-methyl-3-nitrobenzoate (4.46 g) in N,N-dimethylformamide (23 ml) was treated with N,N-dimethylformamide dimethyl acetal (8.18 g) and heated at 130° C. for 2 hours. The solvent was evaporated and the residue was triturated with ether to give methyl E-4-(2-dimethylaminovinyl)3-nitrobenzoate (5.58 g, 98%) as a red powder; NMR (80 MHz, CDCl3) 2.98[s, 6H, N(CH3)2 ], 5.90(d, 1H, CHN), 7.14(d, 1H, CHCHN), 7.45(d, 1H, H5 -Ar), 7.90(dd, 1H, H6 -Ar), 8.47(d, 1H, H2 -Ar).

후처리

  1. customThe solvent was evaporated
  2. customthe residue was triturated with ether

출처 및 근거

ORD 기록
ord-5d0fad4cfa7845bcaccd908b72d28a02
출처 데이터셋
uspto-grants-1990_02
특허 번호
US04898863

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