Chloromethyl Methyl Ether → HCID 22467254、化合物

HRID 420549ノート

反応式

HRID 420549 の反応式
[Cl:1][C:2]1[C:3]([CH3:10])=[C:4](C)[C:5]([OH:8])=[CH:6][CH:7]=1.C(N([CH2:18][CH3:19])C(C)C)(C)C.Cl[CH2:21][O:22]C>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:19][CH2:18][O:22][CH3:21])=[CH:4][C:3]=1[CH3:10]

参加物

5

反応物 3

HCID 7864Chloromethyl Methyl EtherHCID 74075Phenol, chlorodimethyl-HCID 81531Diisopropylethylamine

生成物 1

HCID 22467254HCID 22467254、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
60 °C

実験手順

To a mixture of 4-chloro-3-methylcresol (15.0 g; 0.105 mol), N,N-diisopropylethylamine (23.3 ml; 0.137 mol) and THF (150 ml), was added dropwise chloromethylmethyl ether (9.50 ml; 0.126 mol) at room temperature. The mixture was stirred at 60° C. for 27.5 hours. The reaction solution was poured into ice water and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulphate, and evaporated under reduced pressure. The residue was purified by column chromatograph on silica gel (hexane:ethyl acetate=5:1) to give 2-chloro-5-(methoxyethoxy)toluene as dark reddish-brown oil (17.7 g; 90%).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous sodium sulphate
  4. customevaporated under reduced pressure
  5. customThe residue was purified by column chromatograph on silica gel (hexane:ethyl acetate=5:1)

出典と根拠

ORDレコード
ord-37fdad035ef54979b0d2a6e6ea343cbe
出典データセット
uspto-grants-2012_01
特許番号
US08097610B2

反応ノート

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