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Chloromethyl Methyl Ether → HCID 53991562、化合物

HRID 637325
ノート
印刷プレビュー

反応式

HRID 637325 の反応式
[H-].[Li+].[CH3:3][C:4]1([CH3:12])[C@H:6]([CH:7]=[O:8])[C@H:5]1[C:9]([OH:11])=[O:10].[CH3:13][O:14][CH2:15]Cl.C(=O)(O)[O-].[Na+]>O.O1CCCC1>[CH3:3][C:4]1([CH3:12])[C@H:6]([CH:7]=[O:8])[C@H:5]1[C:9]([O:11][CH2:13][O:14][CH3:15])=[O:10]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 7864Chloromethyl Methyl EtherHCID 62714Lithium hydrideHCID 516892Sodium BicarbonateHCID 12919118(1R,trans) 2,2-dimethyl-3-formyl-cyclopropane-carboxylic acid

生成物 1

HCID 53991562HCID 53991562、化合物収率 45.2%

試薬・触媒・溶媒 2

HCID 962Water
溶媒
HCID 8028Tetrahydrofuran溶媒

反応条件

温度
15 °C

実験手順

A mixture of 1.64 g of lithium hydride and 25.6 g of (1R,trans) 2,2-dimethyl-3-formyl-cyclopropane-carboxylic acid and 25 ml of tetrahydrofuran was stirred at 15° C. for 30 minutes and then 18.2 g of a freshly prepared chloromethyl methyl ether (0.225 mols) were added thereto. The mixture was stirred at 20° C. for 4 hours and was then poured into a mixture of ice, water and sodium bicarbonate with stirring. The mixture was extracted with isopropyl ether and the organic phase was evaporated to dryness under reduced pressure. The residue was rectified under vacuum to obtain 15.15 g of methoxymethyl (1R,trans) 2,2-dimethyl-3-formyl-cyclopropane-carboxylate with a boiling point of 67° C. at 0.05 mm Hg.

後処理

  1. stirringThe mixture was stirred at 20° C. for 4 hours
  2. stirringwith stirring
  3. extractionThe mixture was extracted with isopropyl ether
  4. customthe organic phase was evaporated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-f727421f4ed148d2b30f4fd2c1123eff
出典データセット
uspto-grants-1985_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04556666

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート