Chloromethyl Methyl Ether → 4,5-(Dimethylmethylenedioxy)-3-methoxymethoxy-6-heptenenitrile

HRID 1741952ノート

反応式

HRID 1741952 の反応式
C(N(C(C)C)CC)(C)C.[CH3:10][C:11]1([CH3:23])[O:22][CH:19]([CH:20]=[CH2:21])[CH:13]([CH:14]([OH:18])[CH2:15][C:16]#[N:17])[O:12]1.[CH3:24][O:25][CH2:26]Cl>C(OCC)C>[CH3:10][C:11]1([CH3:23])[O:22][CH:19]([CH:20]=[CH2:21])[CH:13]([CH:14]([O:18][CH2:24][O:25][CH3:26])[CH2:15][C:16]#[N:17])[O:12]1

参加物

5

反応物 3

HCID 7864Chloromethyl Methyl EtherHCID 81531DiisopropylethylamineHCID 190109954,5-(Dimethylmethylenedioxy)-3-hydroxy-6-heptenenitrile

生成物 1

HCID 190110044,5-(Dimethylmethylenedioxy)-3-methoxymethoxy-6-heptenenitrile収率 88%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
0 °C

実験手順

Nine milliliters of diisopropylethylamine were added to 2.11 g of 4,5-(dimethylmethylenedioxy)-3-hydroxy-6-heptenenitrile, and 2 ml of methoxymethyl chloride was then added to the mixture gradually at 0° C. After stir-ring at 0° C. for 16 hours, the reaction mixture was diluted with 300 ml of diethyl ether, and washed with 1N hydrochloric acid, a saturated sodium hydrogen carbonate aqueous solution and a sodium chloride aqueous solution in sequence. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was filtered by a silica gel column to afford 2.28 g of 4,5-(dimethylmethylenedioxy)-3-methoxymethoxy-6-heptenenitrile having the following properties (yield 88 %).

後処理

  1. additionwas then added to the mixture gradually at 0° C
  2. washwashed with 1N hydrochloric acid
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. filtrationThe obtained residue was filtered by a silica gel column

出典と根拠

ORDレコード
ord-cc1e16ef6d004cf8b60f5a7006aeb30b
出典データセット
uspto-grants-1994_08
特許番号
US05334740

反応ノート

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