Hydrochloric Acid → 1-Nitro-2-phenylethane

HRID 3306

반응식

HRID 3306 반응식
[C:1]1([CH:7]=[CH:8][N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+].Cl>C(Cl)(Cl)Cl.CC(O)C>[C:1]1([CH2:7][CH2:8][N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 7626Beta-NitrostyreneHCID 4311764Sodium borohydride

생성물 1

HCID 802081-Nitro-2-phenylethane수율 75%

시약·촉매·용매 1

HCID 21906603Chloroform isopropyl alcohol용매

실험 절차

2-Phenylnitroethene (5.12 g, 34.3 mmol, from step 15a) was dissolved in CHCl3 /i-PrOH (410:85 mL) and SiO2 (51.4 g) was added. NaBH4 (5.2 g, 137 mmol) was added in portions, and the mixture was stirred for 90 minutes at room temperature. HCl (0.5N, 100, mL) was added, and the mixture was stirred for 30 minutes. The layers were separated, and the aqueous phase was extracted with methylene chloride. The organic layers were combine, dried (MgSO4) and concentrated. The residue was chromatographed on silica gel (eluting with ether:hexanes 1:30) to give the title compound as an oil (3.89 g, 75%).

후처리

  1. stirringthe mixture was stirred for 30 minutes
  2. customThe layers were separated
  3. extractionthe aqueous phase was extracted with methylene chloride
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. customThe residue was chromatographed on silica gel (eluting with ether:hexanes 1:30)

출처 및 근거

ORD 기록
ord-d656571e780d4bccad9fd6471b2c4bc3
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733912

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