Nitric Acid → 1,3-Benzodioxole, 5-nitro-

HRID 577611

반응식

HRID 577611 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[O:3][CH2:2]1.[N+:10]([O-])([OH:12])=[O:11]>O>[N+:10]([C:8]1[CH:7]=[CH:6][C:5]2[O:1][CH2:2][O:3][C:4]=2[CH:9]=1)([O-:12])=[O:11]

참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 92291,3-Benzodioxole

생성물 1

HCID 757981,3-Benzodioxole, 5-nitro-수율 87.6%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
90 °C

실험 절차

1,3-Benzodioxole (10.0 g, 82 mmol) was added dropwise to a solution of con. HNO3 (65%-68%, 18 g) in H2O (39 g) at 6065° C. The mixture was then heated to 90° C. and stirred for 2 h at this temperature. The mixture was cooled to room temperature and poured into ice/water, filtered to give compound 5-nitrobenzo[d][1,3]dioxole (12.0 g, 87%) as a yellow solid. LCMS: 168 [M+1]+; 1H NMR (DMSO-d6) δ 6.27 (s, 2H), 7.12 (d, 1H, J=12 Hz), 7.76 (d, 1H, 3.2 Hz), 7.91 (dd, 1H, J1=12 Hz, J2=3.2 Hz).

후처리

  1. customat 6065° C
  2. temperatureThe mixture was cooled to room temperature
  3. filtrationfiltered

출처 및 근거

ORD 기록
ord-acc6ed9db35a4b989f84f11c6d1b2de1
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040556B2

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