4-tert-Butylcatechol → Methyl 3-(2-Nitroethyl)-1H-indole-4-carboxylate

HRID 1096491

반응식

HRID 1096491 반응식
[NH:1]1[C:9]2[CH:8]=[CH:7][CH:6]=[C:5]([C:10]([O:12][CH3:13])=[O:11])[C:4]=2[CH:3]=[CH:2]1.C(O[CH2:18][CH2:19][N+:20]([O-:22])=[O:21])(=O)C.C(C1C=C(O)C(=CC=1)O)(C)(C)C>C1(C)C(C)=CC=CC=1>[N+:20]([CH2:19][CH2:18][C:3]1[C:4]2[C:5]([C:10]([O:12][CH3:13])=[O:11])=[CH:6][CH:7]=[CH:8][C:9]=2[NH:1][CH:2]=1)([O-:22])=[O:21]

참가 물질

5

반응물 3

HCID 73814-tert-ButylcatecholHCID 2733668methyl 1H-indole-4-carboxylateHCID 118153992-nitroethyl Acetate

생성물 1

HCID 14916518Methyl 3-(2-Nitroethyl)-1H-indole-4-carboxylate수율 79%

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

A solution of methyl 1H-indole-4-carboxylate (7.34 g, 41.9 mmol), 2-nitroethyl acetate (6.90 g, 51.9 mmol) and 4-tert-butylcatechol (0.026 g, 0.16 mmol) in xylene (50 mL) was refluxed for 6 hrs. The solvent was evaporated under reduced pressure to give a residual dark oily raw product that was purified by short column chromatography on silica using ethyl acetate-light petroleum as eluent. The product was obtained as yellowish solid material in 79% yield. Mp: 103° C. MS m/z 249 [M+H]+.

후처리

  1. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-93ef735e238a42029df9e1e8c9a22d52
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08138333B2

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