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

HRID 253356ノート

反応式

HRID 253356 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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+)

後処理

  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

出典と根拠

ORDレコード
ord-70f79245a8654bb08483f65b51182e6c
出典データセット
uspto-grants-2011_01
特許番号
US07872034B2

反応ノート

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