Sodium Chloride → 1-methyl-6-[3-(N-cyclohexyl-N-methylaminocarbonyl)propoxy]-3,4-dihydrocarbostyril

HRID 1154956ノート

反応式

HRID 1154956 の反応式
[Na].[CH3:2][N:3]1[C:13]2[C:8](=[CH:9][C:10]([OH:14])=[CH:11][CH:12]=2)[CH2:7][CH2:6][C:4]1=[O:5].[I-].[Na+].[CH3:17][N:18]([CH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1)[C:19](=[O:24])[CH2:20][CH2:21][CH2:22]Cl.[Na+].[Cl-]>CO>[CH3:2][N:3]1[C:13]2[C:8](=[CH:9][C:10]([O:14][CH2:22][CH2:21][CH2:20][C:19]([N:18]([CH:25]3[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]3)[CH3:17])=[O:24])=[CH:11][CH:12]=2)[CH2:7][CH2:6][C:4]1=[O:5]

参加物

7

反応物 5

HCID 5234Sodium ChlorideHCID 5238Sodium IodideHCID 5360545SodiumHCID 132082974-Chloro-N-cyclohexyl-N-methylbutanamideHCID 219318286-Hydroxy-1-methyl-3,4-dihydroquinolin-2(1H)-one

生成物 1

HCID 155729261-methyl-6-[3-(N-cyclohexyl-N-methylaminocarbonyl)propoxy]-3,4-dihydrocarbostyril収率 42.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

0.5 Gram of metallic sodium is dissolved in 50 ml of methanol under ice cooling, followed by addition thereto of 3.4 g of 1-methyl-6-hydroxy-3,4-dihydrocarbostyril, 3.2 g of sodium iodide and 5.0 g of N-methyl-N-(4-chlorobutyryl)cyclohexylamine and 4.5-hour reflux under agitation. After the reaction, the reaction solution is poured into 400 ml of saturated NaCl solution and the precipitated crystals are filtered out and washed with water. The resultant crude crystals are recrystallized from ligroin to produce 2.9 g of 1-methyl-6-[3-(N-cyclohexyl-N-methylaminocarbonyl)propoxy]-3,4-dihydrocarbostyril in the form of colorless needle-like crystals with melting point of 104.5°-106.5° C.

後処理

  1. additionfollowed by addition
  2. customAfter the reaction
  3. filtrationthe precipitated crystals are filtered out
  4. washwashed with water
  5. customThe resultant crude crystals are recrystallized from ligroin

出典と根拠

ORDレコード
ord-7f2b5c96b8c240d9b93c9cf9ca12f5a8
出典データセット
uspto-grants-1981_11
特許番号
US04298739

反応ノート

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