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Triacetoxyperiodinane → 1H-Benzimidazole-2-carboxaldehyde,5-chloro-1-methyl-(9CI)

HRID 858620
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HRID 858620 반응식
[Cl:1][C:2]1[CH:13]=[CH:12][C:5]2[N:6]([CH3:11])[C:7]([CH2:9][OH:10])=[N:8][C:4]=2[CH:3]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:13]=[CH:12][C:5]2[N:6]([CH3:11])[C:7]([CH:9]=[O:10])=[N:8][C:4]=2[CH:3]=1
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참가 물질

4

반응물 2

HCID 159087TriacetoxyperiodinaneHCID 4066944(5-Chloro-1-methyl-1H-benzo[d]imidazol-2-yl)methanol

생성물 1

HCID 450780571H-Benzimidazole-2-carboxaldehyde,5-chloro-1-methyl-(9CI)수율 66.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of (5-chloro-1-methyl-1H-benzimidazol-2-yl)methanol (1.5 g, 7.7 mmol) dissolved in CH2Cl2 at room temperature was treated with Dess-Martin periodinane (4.9 g, 11.5 mmol). The reaction was stirred for 15 hours before the solvent was removed. The residue was purified by flash column chromatography (0–3% MeOH in CH2Cl2) to give the product (1.0 g, 66% yield). 1H NMR (300 MHz, CDCl3) δ: 4.16 (s, 3 H), 7.40–7.47 (m, 2 H), 7.90–7.93 (m, 1 H), 10.11 (s, 1 H).

후처리

  1. customwas removed
  2. customThe residue was purified by flash column chromatography (0–3% MeOH in CH2Cl2)

출처 및 근거

ORD 기록
ord-9d4727fceb1443c18da88604011ad423
출처 데이터셋
uspto-grants-2006_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07148226B2

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