ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Methanol → 1-(4-Ethoxyphenyl)-4-[2-(isochroman-1-yl)ethyl]piperazine dihydrochloride hydrate

HRID 368841
ノート
印刷プレビュー

反応式

HRID 368841 の反応式
B.CSC.[CH:5]1([C:15](C)(C)[C:16]([N:18]2[CH2:23][CH2:22][N:21]([C:24]3[CH:29]=[CH:28][C:27]([O:30][CH2:31][CH3:32])=[CH:26][CH:25]=3)[CH2:20][CH2:19]2)=O)[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH2:7][O:6]1.[ClH:35].O.CO>C1COCC1>[OH2:6].[ClH:35].[ClH:35].[CH2:31]([O:30][C:27]1[CH:26]=[CH:25][C:24]([N:21]2[CH2:22][CH2:23][N:18]([CH2:16][CH2:15][CH:5]3[C:14]4[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=4)[CH2:8][CH2:7][O:6]3)[CH2:19][CH2:20]2)=[CH:29][CH:28]=1)[CH3:32]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 887MethanolHCID 12423031(Dimethyl sulfide)trihydroboronHCID 21885828Hydrate;hydrochlorideHCID 232888992-(Isochroman-1-yl)-1-[4-(4-ethoxyphenyl)piperazin-1-yl]-2-methylpropan-1-one

生成物 1

HCID 232888801-(4-Ethoxyphenyl)-4-[2-(isochroman-1-yl)ethyl]piperazine dihydrochloride hydrate

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒

実験手順

Borane-methyl sulfide (0.8 ml, 0.08 mol) is added to a mixture of 2-(isochroman-1-yl)-1-[4-(4-ethoxyphenyl)piperazin-1-yl]-2-methylpropan-1-one (LXXXII, 0.279 g, 0.73 mmol) in THF (5 ml). The mixture is heated at 76° for 3 hr, then cooled in an ice/water bath. Hydrochloric acid/water (10%, 0.95 ml) is added, followed by methanol. The mixture is concentrated and additional methanol is added and removed under reduced pressure. This is repeated two more times. The residue is partitioned between dichloromethane and aqueous saturated sodium bicarbonate and the combined organic phases are separated and dried over magnesium sulfate and concentrated. The residue is chromatographed on silica gel eluting with methanol/dichloromethane (2/98). The appropriate fractions are pooled and concentrated to give the free base of the title compound. The dihydrochloride salt is prepared by dissolving the material in methanol and adding methanol saturated with hydrochloric acid to give the title compound, mp 211-212°; MS (m/z) 366; IR (mineral oil) 1510, 1117, 2329, 1257, 1475 and 2259 cm-1.

後処理

  1. temperatureThe mixture is heated at 76° for 3 hr
  2. temperaturecooled in an ice/water bath
  3. concentrationThe mixture is concentrated
  4. additionadditional methanol is added
  5. customremoved under reduced pressure
  6. customThe residue is partitioned between dichloromethane and aqueous saturated sodium bicarbonate
  7. customthe combined organic phases are separated
  8. dry with materialdried over magnesium sulfate
  9. concentrationconcentrated
  10. customThe residue is chromatographed on silica gel eluting with methanol/dichloromethane (2/98)
  11. concentrationconcentrated

出典と根拠

ORDレコード
ord-2b2a573aafa24fbb90fe44e31bcd2caf
出典データセット
uspto-grants-2000_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06133446

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート