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Boron tribromide dichloromethane → (2-Naphthalen-2-ylmethyl-4,5-dimethyl-furan-3-yl)-(3,5-diisopropyl-4-hydroxy-phenyl)-methanone

HRID 1280890
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HRID 1280890 반응식
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][C:12]1[O:13][C:14]([CH3:34])=[C:15]([CH3:33])[C:16]=1[C:17]([C:19]1[CH:24]=[C:23]([CH:25]([CH3:27])[CH3:26])[C:22]([O:28]C)=[C:21]([CH:30]([CH3:32])[CH3:31])[CH:20]=1)=[O:18].B(Br)(Br)Br.C(Cl)Cl>C(Cl)Cl>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][C:12]1[O:13][C:14]([CH3:34])=[C:15]([CH3:33])[C:16]=1[C:17]([C:19]1[CH:20]=[C:21]([CH:30]([CH3:31])[CH3:32])[C:22]([OH:28])=[C:23]([CH:25]([CH3:27])[CH3:26])[CH:24]=1)=[O:18]
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참가 물질

4

반응물 2

HCID 22277759Boron tribromide dichloromethaneHCID 23445617(2-Naphthalen-2-ylmethyl-4,5-dimethyl-furan-3-yl)-(3,5-diisopropyl-4-methoxy-phenyl)-methanone

생성물 1

HCID 23445650(2-Naphthalen-2-ylmethyl-4,5-dimethyl-furan-3-yl)-(3,5-diisopropyl-4-hydroxy-phenyl)-methanone수율 54%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The title compound was prepared according to the procedure in Example 5, step 3 using (2-naphthalen-2-ylmethyl-4,5-dimethyl-furan-3-yl)-(3,5-diisopropyl-4-methoxy-phenyl)-methanone (1.04 g, 2.29 mmol) and 1M boron tribromide/CH2Cl2 (4.81 mL) in CH2Cl2. Purification on Biotage KP-Sil eluting with 15% acetone/hexane gave 0.542 g (54%) of the title compound. 1H NMR (DMSO-d6) δ 1.12 (d, 12H), 1.82 (s, 3H), 2.18 (s, 3H), 3.31 (septet, 2H), 4.02 (s, 2H), 7.22 (dd, 1H), 7.43-7.50 (m, 4H), 7.55 (s, 1H), 7.76-7.86 (m, 3H), 9.12 (s, 1H).

후처리

  1. customThe title compound was prepared
  2. customPurification on Biotage KP-Sil
  3. washeluting with 15% acetone/hexane

출처 및 근거

ORD 기록
ord-4435fbd3a97b4074846bb43fe6056f90
출처 데이터셋
uspto-grants-2002_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06451845B1

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