Water → 2-(4-Chlorophenyl)-4-[(methoxymethoxy)methyl]-1,3-oxazole

HRID 508166ノート

反応式

HRID 508166 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][CH:10]=[C:11]([CH2:13][OH:14])[N:12]=2)=[CH:4][CH:3]=1.[H-].[Na+].[CH3:17][O:18][CH2:19]Cl.O>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:9][CH:10]=[C:11]([CH2:13][O:14][CH2:17][O:18][CH3:19])[N:12]=2)=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 7864Chloromethyl Methyl EtherHCID 24758Sodium hydrideHCID 15555159HCID 15555159、化合物

生成物 1

HCID 582842652-(4-Chlorophenyl)-4-[(methoxymethoxy)methyl]-1,3-oxazole

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

1.32 g (7.54 mmol) of [2-(4-chlorophenyl)-1,3-oxazol-4-yl]methanol (Example 100A) are initially charged in 18.5 ml of dry THF and cooled to 0° C., and 0.33 g (8.29 mmol) sodium hydride (60% strength in mineral oil) are added. The mixture is stirred at 0° C. for 10 min and then at RT for 1 h. The reaction mixture is again cooled to 0° C., and 0.69 ml (9.04 mmol) of chlorodimethyl ether is added. The mixture is stirred at 0° C. for 10 min and then at RT for 2 h. 5 ml of water are then added, and the reaction mixture is extracted three times with in each case 25 ml of ethyl acetate. The combined organic phases are dried over magnesium sulfate and the solvent is removed on a rotary evaporator. The product obtained is used without further purification in the subsequent reaction.

後処理

  1. waitat RT for 1 h
  2. temperatureThe reaction mixture is again cooled to 0° C.
  3. stirringThe mixture is stirred at 0° C. for 10 min
  4. waitat RT for 2 h
  5. extractionthe reaction mixture is extracted three times with in each case 25 ml of ethyl acetate
  6. dry with materialThe combined organic phases are dried over magnesium sulfate
  7. customthe solvent is removed on a rotary evaporator
  8. customThe product obtained
  9. customis used without further purification in the subsequent reaction

出典と根拠

ORDレコード
ord-6f606332dd1d4eaab6be96d2696bb75d
出典データセット
uspto-grants-2015_08
特許番号
US09095582B2

反応ノート

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