Triethylamine → N-(adamantan-2-yl)prop-2-enamide

HRID 5497

反応式

HRID 5497 の反応式
[C:1](Cl)(=[O:4])[CH:2]=[CH2:3].Cl.[CH:7]12[CH2:16][CH:11]3[CH2:12][CH:13]([CH2:15][CH:9]([CH2:10]3)[CH:8]1[NH2:17])[CH2:14]2.C(N(CC)CC)C>C(OCC)C.C(Cl)Cl>[CH:7]12[CH2:16][CH:11]3[CH2:12][CH:13]([CH2:15][CH:9]([CH2:10]3)[CH:8]1[NH:17][C:1](=[O:4])[CH:2]=[CH2:3])[CH2:14]2

参加物

6

反応物 3

HCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 253312-Aminoadamantane hydrochloride

生成物 1

HCID 14986569N-(adamantan-2-yl)prop-2-enamide

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒2 回HCID 6344Dichloromethane溶媒

実験手順

A solution of acryloyl chloride (4.52 g, 0.05 mole) in ethyl ether (20 ml) was added dropwise to a stirring mixture of 2-adamantylamine hydrochloride (9.35 g, 0.05 mole) and triethylamine (30.65 ml) in methylene chloride (200 ml) and ethyl ether (200 ml) over a 30 minute period. The solution was stirred for 12 hours, the solid filtered and washed with ethyl ether and the filtrate stripped to an oily material which was taken up in ethyl acetate and hexane and allowed to stand overnight. The solid was filtered, the filtrate concentrated and chilled and the product as an orange solid filtered and dried. The structure was confirmed by NMR.

後処理

  1. filtrationthe solid filtered
  2. washwashed with ethyl ether
  3. waitto stand overnight
  4. filtrationThe solid was filtered
  5. concentrationthe filtrate concentrated
  6. temperaturechilled
  7. filtrationthe product as an orange solid filtered
  8. customdried

出典と根拠

ORDレコード
ord-2ab50f00f4ee40f3872001d53d2b0523
出典データセット
uspto-grants-1993_09
特許番号
US05244899

関連ノート

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