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9-Methoxy-7,13-dioxa-dibenzo[a,h]fluoren-12-one → 9-Hydroxy-7,13-dioxa-dibenzo[a,h]fluoren-12-one

HRID 411664
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HRID 411664 반응식
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:18](=[O:19])[C:17]3[O:16][C:15]4[C:10](=[CH:11][CH:12]=[C:13]5[CH:23]=[CH:22][CH:21]=[CH:20][C:14]5=4)[C:9]=3[O:8][C:7]=2[CH:24]=1.N1C(=O)CC[C@H]1C(O)=O.Cl>O>[OH:2][C:3]1[CH:4]=[CH:5][C:6]2[C:18](=[O:19])[C:17]3[O:16][C:15]4[C:10](=[CH:11][CH:12]=[C:13]5[CH:23]=[CH:22][CH:21]=[CH:20][C:14]5=4)[C:9]=3[O:8][C:7]=2[CH:24]=1
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참가 물질

4

반응물 2

HCID 102366469-Methoxy-7,13-dioxa-dibenzo[a,h]fluoren-12-oneHCID 67725173Pyr-HCl

생성물 1

HCID 102863239-Hydroxy-7,13-dioxa-dibenzo[a,h]fluoren-12-one수율 59.2%

시약·촉매·용매 1

HCID 962Water용매2회

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온도
220 °C

실험 절차

A mixture of 40 (0.300 g, 0.95 mmol) and Pyr-HCl (approximately 5 g) was heated at 220° C. for 1 h. H2O (100 mL) was added to the cooled reaction mixture and then the H2O mixture heated and filtered. The precipitate thus obtained was triturated with MeOH and then CH2Cl2 to yield 41 (0.17 g) as a white solid: Mp>300° C.; 1H NMR (DMSO-d6) δ 10.96 (s, 1H), 8.46 (d, 1H, J=7.8 Hz), 8.20-8.14 (m, 2H), 8.06-7.99 (m, 2H), 7.84-7.73 (m, 2H), 7.12 (d, 1H, J=2.1 Hz), 7.03 (dd, 1H, J=8.8 Hz, 2.2 Hz); MS 301 (M−H)−.

후처리

  1. filtrationfiltered
  2. customThe precipitate thus obtained
  3. customwas triturated with MeOH

출처 및 근거

ORD 기록
ord-7e37d4095d7c4dea86b7b87114bd92e6
출처 데이터셋
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06559177B2

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