Dimethylformamide → Butenafine Hydrochloride

HRID 2379005

反応式

HRID 2379005 の反応式
[CH3:1][NH:2][CH2:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1.[C:14]([C:18]1[CH:25]=[CH:24][C:21]([CH2:22][Cl:23])=[CH:20][CH:19]=1)([CH3:17])([CH3:16])[CH3:15].C(=O)([O-])[O-].[Na+].[Na+].CN(C)C=O>O>[ClH:23].[C:14]([C:18]1[CH:25]=[CH:24][C:21]([CH2:22][N:2]([CH2:3][C:4]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH:7]=[CH:6][CH:5]=2)[CH3:1])=[CH:20][CH:19]=1)([CH3:17])([CH3:16])[CH3:15]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 10340Sodium CarbonateHCID 84474N-Methyl-N-naphthylmethylamineHCID 88198Benzene, 1-(chloromethyl)-4-(1,1-dimethylethyl)-

生成物 1

HCID 443867Butenafine Hydrochloride

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

A mixture of 3.43 g of N-methyl-naphthylmethylamine, 3.65 g of 4-tert-butylbenzyl chloride, 2.33 g of anhydrous sodium carbonate and 20 ml of dimethyl formamide was stirred at 50° C. for 16 hours. The reaction mixture was poured into water and extracted with benzene, and the benzene solution was washed with water. After distilling away benzene, 3 ml of concentrated hydrochloric acid was added at cooling. An excess of hydrochloric acid was removed under reduced pressure and a suitable amount of acetone was added. White crystal (5.9 g) was precipitated and was filtered. N-(4-tertbutylbenzyl)-N-methyl-lnaphthylmethylamine hydrochloride of white plate crystal (Compound of Example 1) was obtained by recrystallization from acetone/ethanol. Melting point: 210° to 212° C.

後処理

  1. extractionextracted with benzene
  2. washthe benzene solution was washed with water
  3. distillationAfter distilling away benzene, 3 ml of concentrated hydrochloric acid
  4. additionwas added
  5. temperatureat cooling
  6. customAn excess of hydrochloric acid was removed under reduced pressure
  7. additiona suitable amount of acetone was added
  8. customWhite crystal (5.9 g) was precipitated
  9. filtrationwas filtered

出典と根拠

ORDレコード
ord-f2a995087ddf40cdb73c9411ada2fdaa
出典データセット
uspto-grants-1994_11
特許番号
USRE034770

関連ノート

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