Hydrochloric Acid → 4-(3-Allyloxycyclohexyloxymethyl)-2-(4-fluorophenyl)-5-methyloxazole

HRID 253356노트

반응식

HRID 253356 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]([CH3:22])=[C:11]([CH2:13][O:14][CH:15]3[CH2:20][CH2:19][CH2:18][CH:17]([OH:21])[CH2:16]3)[N:12]=2)=[CH:4][CH:3]=1.[H-].[Na+].[CH2:25](Br)[CH:26]=[CH2:27].Cl>CN(C)C=O>[CH2:27]([O:21][CH:17]1[CH2:18][CH2:19][CH2:20][CH:15]([O:14][CH2:13][C:11]2[N:12]=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[O:9][C:10]=2[CH3:22])[CH2:16]1)[CH:26]=[CH2:25]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 7841Allyl bromideHCID 24758Sodium hydrideHCID 219803063-[2-(4-Fluorophenyl)-5-methyloxazol-4-ylmethoxy)cyclohexanol

생성물 1

HCID 587633724-(3-Allyloxycyclohexyloxymethyl)-2-(4-fluorophenyl)-5-methyloxazole

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

2 g of the 3-[2-(4-fluorophenyl)-5-methyloxazol-4-ylmethoxy)cyclohexanol are dissolved in 15 ml of dimethylformamide, and 0.3 g of sodium hydride is added. After 30 minutes, 2.4 g of allyl bromide are added dropwise. The mixture is stirred at room temperature for 5 hours. 15 ml of 1N HCl are then added to the reaction mixture, and the mixture is washed three times with 15 ml of ethyl acetate. The organic phase is dried over magnesium sulfate and the solvent is then removed under reduced pressure. The residue is purified by RP-HPLC. This gives 2.4 g of 4-(3-allyloxycyclohexyloxymethyl)-2-(4-fluorophenyl)-5-methyloxazole as a yellowish oil. C20H24FNO3 (345.42) MS (ESI): 346 (M+H+)

후처리

  1. washthe mixture is washed three times with 15 ml of ethyl acetate
  2. dry with materialThe organic phase is dried over magnesium sulfate
  3. customthe solvent is then removed under reduced pressure
  4. customThe residue is purified by RP-HPLC

출처 및 근거

ORD 기록
ord-70f79245a8654bb08483f65b51182e6c
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07872034B2

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