4-Methoxy-3-methylbenzyl chloride → HCID 22117274, 화합물

HRID 1275903

반응식

HRID 1275903 반응식
C([Li])CCC.[CH3:6][C:7]1([CH3:20])[CH2:11][O:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][C:13]=2[CH3:19])=[N:8]1.Cl[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[C:25]([CH3:31])[CH:24]=1>C1COCC1>[CH3:30][O:29][C:26]1[CH:27]=[CH:28][C:23]([CH2:22][CH2:19][C:13]2[CH:14]=[C:15]([CH3:18])[CH:16]=[CH:17][C:12]=2[C:9]2[O:10][CH2:11][C:7]([CH3:20])([CH3:6])[N:8]=2)=[CH:24][C:25]=1[CH3:31]

참가 물질

5

반응물 3

HCID 1437424-Methoxy-3-methylbenzyl chlorideHCID 22117273HCID 22117273, 화합물HCID 178418339Butyllithium

생성물 1

HCID 22117274HCID 22117274, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

n-Butyllithium (14.4 ml, 2.5M solution in hexane) was added dropwise to a stirred solution of the product from step (i) (6.9 g) in THF (100 ml) at 0° C. The solution was stirred at 0° C. for 1 hour and then transferred by cannula into a solution of 4-chloromethyl-1-methoxy-2-methylbenzene (J. Chem. Soc. 1956, 2455) (5.86 g) in THF (60 ml) at -30° C. The mixture was stirred for 1 hour and allowed to warm to room temperature. After 30 minutes the reaction was quenched with water. The mixture was partitioned between ethyl acetate and water. The organic phase was washed with water, dried (MgSO4) and evaporated. Purification was by chromatography eluting with 5% ethyl acetate in isohexane. Yield 2.16 g.

후처리

  1. stirringThe mixture was stirred for 1 hour
  2. temperatureto warm to room temperature
  3. customAfter 30 minutes the reaction was quenched with water
  4. customThe mixture was partitioned between ethyl acetate and water
  5. washThe organic phase was washed with water
  6. dry with materialdried (MgSO4)
  7. customevaporated
  8. customPurification
  9. washeluting with 5% ethyl acetate in isohexane

출처 및 근거

ORD 기록
ord-3586f2b78c074b26a38a61144b804e66
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06162808

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