Diisobutylaluminum hydride → HCID 22285566, 화합물

HRID 1062441노트

반응식

HRID 1062441 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)[CH:10]=[C:11]([C:13](OCC)=[O:14])[N:12]=1.CC(C[AlH]CC(C)C)C>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]([C:18]2[CH:19]=[CH:20][C:21]([Cl:24])=[CH:22][CH:23]=2)[CH:10]=[C:11]([CH:13]=[O:14])[N:12]=1

참가 물질

4

반응물 2

HCID 14487Diisobutylaluminum hydrideHCID 22285380HCID 22285380, 화합물

생성물 1

HCID 22285566HCID 22285566, 화합물수율 38.3%

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

To a solution of ethyl 2-(2-chlorophenyl)-1-(4-chlorophenyl)-1H-imidazole-4-carboxylate (200 mg, 0.51 mmol) in toluene (10 mL) at −78° C. was added DIBAH (2.0 mL) in toluene dropwise. The resulting solution was stirred at rt, quenched with 1N HCl (0.5 mL). The organic layer was washed with 1N HCl (5 mL), dried over MgSO4, filtered, and concentrated. The residue was purified by flash chromatography (50% EtOAc in hexane) to give the product (62 mg, 38% yield). LC-MS m/z 317.0 (MH+), retention time: 2.75 min (method 1).

후처리

  1. customquenched with 1N HCl (0.5 mL)
  2. washThe organic layer was washed with 1N HCl (5 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by flash chromatography (50% EtOAc in hexane)

출처 및 근거

ORD 기록
ord-828f078a73d54489979c840ecee5e595
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06960601B2

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