4,4-Dimethyl-2-(2-methoxyphenyl)oxazoline → 2-[2-(4-(4-Butylphenyl)butyl)phenyl]-4,4-dimethyloxazoline

HRID 2351060노트

반응식

HRID 2351060 반응식
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][CH2:13][CH2:14][Mg]Br)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].CO[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[C:25]1[O:26][CH2:27][C:28]([CH3:31])([CH3:30])[N:29]=1>O1CCCC1>[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][CH2:13][CH2:14][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[C:25]2[O:26][CH2:27][C:28]([CH3:31])([CH3:30])[N:29]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]

참가 물질

4

반응물 2

HCID 3331894,4-Dimethyl-2-(2-methoxyphenyl)oxazolineHCID 178440843HCID 178440843, 화합물

생성물 1

HCID 198479512-[2-(4-(4-Butylphenyl)butyl)phenyl]-4,4-dimethyloxazoline

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Following the procedures of Example 1(a), (b) and (c), to 4-(4-butylphenyl)butylmagnesium bromide (from 21.47 mmoles of 4-(4-butylphenyl)butyl bromide and 18.96 mmoles of magnesium) in distilled tetrahydrofuran (35 ml) was added 2-(2-methoxyphenyl)-4,4-dimethyloxazoline (16.32 mmoles) in tetrahydrofuran (15 ml). Workup of the reaction mixture furnished 2-[2-(4-(4-butylphenyl)butyl)phenyl]-4,4-dimethyloxazoline as an oil. A solution of the oxazoline (14.41 mmoles) in methyl iodide (20 ml) was refluxed under argon for 18 hours. Removal of the volatiles afforded the corresponding 3,4,4-trimethyloxazolinium iodide as a white solid (mp 91°-94° C.). To an ice cold solution of the iodide (14.07 mmoles) in methanol was added in portions sodium borohydride (14.30 mmoles). Similar treatment of the reaction mixture resulted in the isolation of the desired benzaldehyde product as an oil.

출처 및 근거

ORD 기록
ord-481df7aa66de4eeaac8bb5733d2d45e4
출처 데이터셋
uspto-grants-1989_10
특허 번호
US04871771

반응 노트

불러오는 중…