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Nitric Acid → HCID 67406031, 화합물

HRID 467999
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HRID 467999 반응식
[N+:1]([O-:4])(O)=[O:2].[B:5]1([OH:15])[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[CH2:8][CH2:7][O:6]1>>[N+:1]([C:12]1[CH:13]=[CH:14][C:9]2[CH2:8][CH2:7][O:6][B:5]([OH:15])[C:10]=2[CH:11]=1)([O-:4])=[O:2]
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참가 물질

3

반응물 2

HCID 944Nitric AcidHCID 441193503,4-Dihydro-1H-2,1-benzoxaborinin-1-ol

생성물 1

HCID 67406031HCID 67406031, 화합물수율 44%

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온도
-42.5 °C

실험 절차

To 4.0 mL fuming HNO3 at −45° C. was added 3,4-dihydro-benzo[c][1,2]oxaborinin-1-ol (497 mg, 3.4 mmol) in small portions while maintaining the reaction temperature between −40 to −45° C. Once the addition was complete the resulting solution was allowed to stir at −45° C. for an additional 10 min before poured into crushed ice (20 g). The ice mixture was allowed to warm up to room temperature gradually and the precipitate was collected by filtration and washed with H2O to give 7-nitro-3,4-dihydro-benzo[c][1,2]oxaborinin-1-ol as a white powder. 1H NMR (acetone) δ: 8.51 (d, J=2.5 Hz, 1H), 8.24 (dd, J=8.3, 2.6 Hz, 1H), 7.75 (s, 1H), 7.50 (d, J=8.4 Hz, 1H), 4.19 (t, J=6.0 Hz, 2H), 3.07 (t, J=6.0 Hz, 2H). Amount obtained: 286 mg, 44% yield.

후처리

  1. additionOnce the addition
  2. additionbefore poured
  3. temperatureto warm up to room temperature gradually
  4. filtrationthe precipitate was collected by filtration
  5. washwashed with H2O

출처 및 근거

ORD 기록
ord-614cb08ce7404e21ad9410a8a7c4e1c4
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08623911B2

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