5-Bromo-2-methylbenzaldehyde → 4-Bromo-2-(3-methoxy-propenyl)-1-methyl-benzene

HRID 1809819노트

반응식

HRID 1809819 반응식
[Br-].[CH3:2][O:3][CH2:4][CH2:5][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Br:25][C:26]1[CH:27]=[CH:28][C:29]([CH3:34])=[C:30]([CH:33]=1)[CH:31]=O.CCCCCC.CCOC(C)=O.CC#N.O>CC#N>[Br:25][C:26]1[CH:27]=[CH:28][C:29]([CH3:34])=[C:30]([CH:31]=[CH:5][CH2:4][O:3][CH3:2])[CH:33]=1

참가 물질

6

반응물 4

HCID 104202895-Bromo-2-methylbenzaldehydeHCID 18373917Acetonitrile--water (1/1)HCID 21226206Ethyl acetate hexaneHCID 22377376(2-Methoxy-ethyl)-triphenyl-phosphonium, bromide

생성물 1

HCID 675436394-Bromo-2-(3-methoxy-propenyl)-1-methyl-benzene

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

The title compound is prepared analogously as described for the title B compound in Example 45 using (2-methoxy-ethyl)-triphenyl-phosphonium bromide (prepared in Example 46) and the title A compound, 5-bromo-2-methyl-benzaldehyde (containing 20% of 3-bromo-2-methyl-benzaldehyde) (6 g, 30.14 mmol): TLC, Rf (hexane/AcOEt 9/1)=0.48. Rt (HPLC, Nucleosil C18, 10:90-100:0 CH3CN/H2O+0.1% TFA within 5 min, then 100% CH3CN+0.1% TFA): 6.26, 6.34 min.

후처리

  1. custom6.26, 6.34 min.

출처 및 근거

ORD 기록
ord-a2054af598ce4feb8ebd48ccf366a6ea
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362040B2

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