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

HRID 1871983

反応式

HRID 1871983 の反応式
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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 78922-Methylpentane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6131338cbdc04d71916f960b0699ee4f
出典データセット
uspto-grants-2000_08
特許番号
US06107297

関連ノート

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