Hydrochloric Acid → Terbinafine Hydrochloride

HRID 1175203

反応式

HRID 1175203 の反応式
[CH3:1][C:2]([C:5]#[C:6]/[CH:7]=[CH:8]/[CH2:9][N:10]([CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=12)[CH3:11])([CH3:4])[CH3:3].[ClH:23]>C(C(C)=O)C>[CH3:4][C:2]([C:5]#[C:6]/[CH:7]=[CH:8]/[CH2:9][N:10]([CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=12)[CH3:11])([CH3:1])[CH3:3].[ClH:23]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 1549008Terbinafine

生成物 1

HCID 5282481Terbinafine Hydrochloride収率 66.5%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

14.1 g crude terbinafine (39.9 mmol theoretical, example 6) is dissolved in 94 ml methyl ethyl ketone (MEK) and then 3.9 ml (0.0399 mol) of 32% aqueous hydrochloric acid is added dropwise. The resulting suspension is stirred for 30 minutes and then concentrated to a small volume, using a rotavapor to azeotropically distil off the water. The initial volume is restored with chilled MEK. After stirring for 2 hours at 20° C., the precipitate is filtered, washed with 2×11 ml MEK and dried to constant weight under a heat lamp. 8.7 g (66.4% yield) of terbinafine-HCl are obtained as a white solid with purity of 99.3% (HPLC A %).

後処理

  1. concentrationconcentrated to a small volume
  2. customto azeotropically distil off the water
  3. stirringAfter stirring for 2 hours at 20° C.
  4. filtrationthe precipitate is filtered
  5. washwashed with 2×11 ml MEK
  6. customdried to constant weight under a heat lamp

出典と根拠

ORDレコード
ord-14c24fa8f1f34365acedab01bdde6c04
出典データセット
uspto-grants-2010_11
特許番号
US07838704B2

関連ノート

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