Triethylamine → Lomerizine Hydrochloride

HRID 977926

反応式

HRID 977926 の反応式
[CH3:1][O:2][C:3]1[C:10]([O:11][CH3:12])=[C:9]([O:13][CH3:14])[CH:8]=[CH:7][C:4]=1[CH2:5][Cl:6].[F:15][C:16]1[CH:21]=[CH:20][C:19]([CH:22]([N:30]2[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]2)[C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)=[CH:18][CH:17]=1.C(N(CC)CC)C>C1C=CC=CC=1>[ClH:6].[ClH:6].[CH3:1][O:2][C:3]1[C:10]([O:11][CH3:12])=[C:9]([O:13][CH3:14])[CH:8]=[CH:7][C:4]=1[CH2:5][N:33]1[CH2:32][CH2:31][N:30]([CH:22]([C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)[C:19]2[CH:18]=[CH:17][C:16]([F:15])=[CH:21][CH:20]=2)[CH2:35][CH2:34]1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 97491Toluene, alpha-chloro-2,3,4-trimethoxy-HCID 1529321-(Bis(4-fluorophenyl)methyl)piperazine

生成物 1

HCID 122125Lomerizine Hydrochloride収率 98.5%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

1.3 g (6.0 millimoles) of 2,3,4-trimethoxybenzyl chloride [see Monatsh., 95 (3), 942 (1964)], 1.7 g (5.9 millimoles) of bis(4-fluorophenyl)methylpiperazine and 1.2 ml (8.6 millimoles) of triethylamine were heated under reflux for 6 hours in 50 ml of benzene. The reaction mixture was allowed to cool to room temperature, washed with water, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. A mixture of 2 ml of conc. hydrochloric acid and 20 ml of ethanol was added to the resulting oily product, and the mixture was concentrated under reduced pressure. Ether was added, and the precipitated crystals were collected by filtration. Recrystallization of the crystals from ethanol-ether gave 1.6 g of 1-(2,3,4-trimethoxybenzyl)-4-[bis(4-fluorophenyl)methyl]piperazine dihydrochloride as colorless crystals. The product showed the same property values as the compound obtained in Example 4.

後処理

  1. washwashed with water
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. additionA mixture of 2 ml of conc. hydrochloric acid and 20 ml of ethanol
  5. additionwas added to the resulting oily product
  6. concentrationthe mixture was concentrated under reduced pressure
  7. additionEther was added
  8. filtrationthe precipitated crystals were collected by filtration
  9. customRecrystallization of the crystals from ethanol-ether

出典と根拠

ORDレコード
ord-d166fb5bb6d94b9793f7aadc19477feb
出典データセット
uspto-grants-1987_05
特許番号
US04663325

関連ノート

読み込み中…