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Toluene → HCID 86684832, 화합물

HRID 595141
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HRID 595141 반응식
C([O-])(=O)C.[NH4+].[N+:6]([C:9]1[C:24]([C:25](=[O:27])[CH3:26])=[CH:23][C:12]2[O:13][CH2:14][CH2:15][O:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][O:22][C:11]=2[CH:10]=1)([O-])=O.C1(C)C=CC=CC=1>[Fe].O>[NH2:6][C:9]1[C:24]([C:25](=[O:27])[CH3:26])=[CH:23][C:12]2[O:13][CH2:14][CH2:15][O:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][O:22][C:11]=2[CH:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 1140TolueneHCID 517165Ammonium AcetateHCID 86684831HCID 86684831, 화합물

생성물 1

HCID 86684832HCID 86684832, 화합물

시약·촉매·용매 2

HCID 23925Iron촉매HCID 962Water용매

실험 절차

A Mixture of iron powder (477 mmol, 27 g), ammonium acetate (500 mmol, 31 g), 1-(3-Nitro-6,7,9,10,12,13-hexahydro-5,8,11,14-tetraoxa-benzocyclododecen-2-yl)-ethanone (120 mmol, 36 g), toluene (500 ml) and water (500 ml) was refluxed overnight, or until completion. The mixture was filtered through celite and washed with EtOAc. The organic layer was washed with water and Sat. NaCl, dried over Na2SO4, and concentrated to afford the product, 90%. 1HNMR (400 MHz, DMSO) δ 7.82 (s, 1H), 7.61 (s, 1H), 5.45 (s, 2H), 4.35 (s, 4H), 3.87 (d, 4H), 3.62 (s, 4H), 2.71 (s, 3H). LC/MS Calcd for (M+H)+282.3. found 282.5.

후처리

  1. temperaturewas refluxed overnight
  2. filtrationThe mixture was filtered through celite
  3. washwashed with EtOAc
  4. washThe organic layer was washed with water and Sat. NaCl
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated
  7. customto afford the product, 90%

출처 및 근거

ORD 기록
ord-3d4229a5da8b4b5aac9a007442a2b213
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09242991B2

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