Hydrochloric Acid → (R)-5-(5-amino-2-fluoro-phenyl)-5-methyl-morpholine-3-thione hydrochloride

HRID 593369ノート

反応式

HRID 593369 の反応式
C(=[N:14][C:15]1[CH:16]=[CH:17][C:18]([F:29])=[C:19]([C@@:21]2([CH3:28])[NH:26][C:25](=[S:27])[CH2:24][O:23][CH2:22]2)[CH:20]=1)(C1C=CC=CC=1)C1C=CC=CC=1.[ClH:30]>O1CCOCC1>[ClH:30].[NH2:14][C:15]1[CH:16]=[CH:17][C:18]([F:29])=[C:19]([C@@:21]2([CH3:28])[NH:26][C:25](=[S:27])[CH2:24][O:23][CH2:22]2)[CH:20]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 86651220(R)-5-[5-(Benzhydrylidene-amino)-2-fluoro-phenyl]-5-methyl-morpholine-3-thione

生成物 1

HCID 86667993(R)-5-(5-amino-2-fluoro-phenyl)-5-methyl-morpholine-3-thione hydrochloride収率 87%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A solution of (R)-5-[5-(benzhydrylidene-amino)-2-fluoro-phenyl]-5-methyl-morpholin-3-thione (0.795 g, 1.97 mmol) in dioxane (10 ml) was treated dropwise at room temperature with hydrochloric acid (1M). The yellow reaction mixture was stirred at room temperature overnight. For the workup, the solution was evaporated at reduced pressureand. The yellow oil was dissolved in ether (15 ml), and the solution was extracted with hydrochloric acid (1M, 15 ml). The aqueous layer was extracted with ether (15 ml), then the combined organic layers were extracted with hydrochloric acid (1M, 5 ml). The combined aqueous layers were evaporated at reduced pressure and yielded the (R)-5-(5-amino-2-fluoro-phenyl)-5-methyl-morpholine-3-thione hydrochloride as a yellow solid (0.47 g, 87%) which was pure enough to be engaged in the next step without further purification; (calculated) C11H13FN2OS [240.30]; (found) [M+H]+=241.

後処理

  1. customFor the workup, the solution was evaporated at reduced pressureand
  2. dissolutionThe yellow oil was dissolved in ether (15 ml)
  3. extractionthe solution was extracted with hydrochloric acid (1M, 15 ml)
  4. extractionThe aqueous layer was extracted with ether (15 ml)
  5. extractionthe combined organic layers were extracted with hydrochloric acid (1M, 5 ml)
  6. customThe combined aqueous layers were evaporated at reduced pressure

出典と根拠

ORDレコード
ord-1c9e7c26bbf04ce4aac68bb82fdc6956
出典データセット
uspto-grants-2016_01
特許番号
US09242943B2

反応ノート

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