Hydrochloric Acid → 3,5-Diethyl-1-bromobenzene

HRID 478588노트

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HRID 478588 반응식
[Br:1][C:2]1[CH:8]=[C:7]([CH2:9][CH3:10])[C:5](N)=[C:4]([CH2:11][CH3:12])[CH:3]=1.Cl.N([O-])=O.[Na+].O[PH2]=O>O.CCO.C(O)(=O)C>[CH2:11]([C:4]1[CH:3]=[C:2]([Br:1])[CH:8]=[C:7]([CH2:9][CH3:10])[CH:5]=1)[CH3:12]

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 6114524-Bromo-2,6-diethylanilineHCID 4124402Phosphinic AcidHCID 23668193Sodium Nitrite

생성물 1

HCID 119590293,5-Diethyl-1-bromobenzene수율 96.3%

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 702Ethanol용매HCID 962Water용매2회

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온도
-5 °C

실험 절차

A mixture of 20 g of 4-bromo-2,6-diethylaniline, 160 ml of acetic acid, 100 ml of concentrated HCl solution, 30 ml of water and 100 ml of EtOH is cooled to −5° C., a solution of 6.6 g of sodium nitrite in 25 ml of water is added dropwise and the mixture is left stirring at RT for 30 minutes. The reaction mixture is poured into 170 ml of 50% H3PO2 cooled to 0° C. and is left stirring for 2 hours at 0° C. and then for 48 hours at RT. The reaction mixture is extracted with ether, the organic phase is washed with water, with 1N NaOH solution, with water and dried over Na2SO4, and the solvent is evaporated off under vacuum. The residue is chromatographed on silica gel, eluting with cyclohexane. 18 g of the expected product are obtained.

후처리

  1. waitthe mixture is left
  2. temperaturecooled to 0° C.
  3. waitis left
  4. stirringstirring for 2 hours at 0° C.
  5. waitfor 48 hours at RT
  6. extractionThe reaction mixture is extracted with ether
  7. washthe organic phase is washed with water, with 1N NaOH solution, with water
  8. dry with materialdried over Na2SO4
  9. customthe solvent is evaporated off under vacuum
  10. customThe residue is chromatographed on silica gel
  11. washeluting with cyclohexane

출처 및 근거

ORD 기록
ord-9027dcd0ed55406e92ef7b8714859fbb
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06642233B1

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