1-(Bromomethyl)-3-ethylbenzene → 2-[2-[2-(3-Ethylphenyl)ethyl]-4-methylphenyl]-4,5-dihydro-4,4-dimethyloxazole

HRID 1871983

반응식

HRID 1871983 반응식
C([Li])CCC.[CH3:6][C:7]1[CH:12]=[C:11]([CH3:13])[CH:10]=[CH:9][C:8]=1[C:14]1[O:15][CH2:16][C:17]([CH3:20])([CH3:19])[N:18]=1.Br[CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([CH2:29][CH3:30])[CH:24]=1>CCCC(C)C.O1CCCC1>[CH2:29]([C:25]1[CH:24]=[C:23]([CH2:22][CH2:6][C:7]2[CH:12]=[C:11]([CH3:13])[CH:10]=[CH:9][C:8]=2[C:14]2[O:15][CH2:16][C:17]([CH3:20])([CH3:19])[N:18]=2)[CH:28]=[CH:27][CH:26]=1)[CH3:30]

참가 물질

6

반응물 3

HCID 220036561-(Bromomethyl)-3-ethylbenzeneHCID 221172732-[2,4-Dimethylphenyl]-4,5-dihydro-4,4-dimethyloxazoleHCID 178418339Butyllithium

생성물 1

HCID 186897132-[2-[2-(3-Ethylphenyl)ethyl]-4-methylphenyl]-4,5-dihydro-4,4-dimethyloxazole

시약·촉매·용매 2

HCID 78922-Methylpentane용매HCID 8028Tetrahydrofuran용매

실험 절차

n-Butyllithium (16.8 ml of a 2.5M solution in isohexane) was added dropwise to a stirred solution of the product of step (iii) (8.13 g) in dry tetrahydrofuran (ISOml) at 0° C. under nitrogen. After 1 hour, the product of step (ii) (8.0 g) in tetrahydrofliran (60 ml) was added. After 1 hour, the reaction was quenched with aqueous ammonium chloride and partitioned between ethyl acetate and water. The organic solution was dried (MgSO4) and evaporated. Purification was by chromatography eluting with 5% ethyl acetate in isohexane. Yield 4.93 g.

후처리

  1. waitAfter 1 hour
  2. customthe reaction was quenched with aqueous ammonium chloride
  3. custompartitioned between ethyl acetate and water
  4. dry with materialThe organic solution was dried (MgSO4)
  5. customevaporated
  6. customPurification
  7. washeluting with 5% ethyl acetate in isohexane

출처 및 근거

ORD 기록
ord-6131338cbdc04d71916f960b0699ee4f
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06107297

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