Tetrahydrofuran → N-(1-methoxy-1-ethyl)-2'-methyl-6'-ethyl-2-chloroacetanilide

HRID 128061ノート

反応式

HRID 128061 の反応式
[CH3:1][C:2]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][CH3:14])[C:3]=1[NH:4][C:5](=[O:8])[CH2:6][Cl:7].C1[CH2:19][O:18][CH2:17][CH2:16]1.COCCCl>C(OCC)C>[CH3:19][O:18][CH:17]([N:4]([C:5](=[O:8])[CH2:6][Cl:7])[C:3]1[C:9]([CH2:13][CH3:14])=[CH:10][CH:11]=[CH:12][C:2]=1[CH3:1])[CH3:16]

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 123162-Chloroethyl methyl etherHCID 6704772-Chloro-N-(2-ethyl-6-methylphenyl)acetamide

生成物 1

HCID 20034188N-(1-methoxy-1-ethyl)-2'-methyl-6'-ethyl-2-chloroacetanilide収率 86%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

The same general procedure of Example 32 was followed, except here the sec-amide, 2'-methyl-6'-ethyl-2-chloroacetanilide, 21.1 g (0.1 mol), was solubilized with a small amount of THF in 400-500 ml diethyl ether. Reaction went well, but gas evolved when chloroethyl methyl ether was added. However, at final addition (about 2.5×theory) the added ether didn't react although some KH was still present. Upon workup, the product, N-(1-methoxy-1-ethyl)-2'-methyl-6'-ethyl-2-chloroacetanilide, was obtained in 86% yield, b.p. 130° at 0.05 mm Hg.

後処理

  1. customReaction
  2. additionwas added
  3. customdidn't react although some KH

出典と根拠

ORDレコード
ord-bfc6523af2e946e684a67af53e1a2d6e
出典データセット
uspto-grants-1981_03
特許番号
US04258196

反応ノート

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