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Phosphorus sulfide (P2S5) → 5-(5-Bromo-2-fluoro-phenyl)-5-difluoromethyl-2-methyl-morpholine-3-thione

HRID 2196295
ノート
印刷プレビュー

反応式

HRID 2196295 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:19])=[C:6]([C:8]2([CH:16]([F:18])[F:17])[NH:13][C:12](=O)[CH:11]([CH3:15])[O:10][CH2:9]2)[CH:7]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:21]>N1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:19])=[C:6]([C:8]2([CH:16]([F:18])[F:17])[NH:13][C:12](=[S:21])[CH:11]([CH3:15])[O:10][CH2:9]2)[CH:7]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14817Phosphorus sulfide (P2S5)HCID 666659295-(5-Bromo-2-fluoro-phenyl)-5-difluoromethyl-2-methyl-morpholin-3-one

生成物 1

HCID 866502665-(5-Bromo-2-fluoro-phenyl)-5-difluoromethyl-2-methyl-morpholine-3-thione収率 102%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
80 °C

実験手順

To a solution of 5-(5-bromo-2-fluoro-phenyl)-5-difluoromethyl-2-methyl-morpholin-3-one (659 mg, 1.949 mmol) in 6.6 mL pyridine was added phosphorus pentasulfide (433 mg, 1.949 mmol) and the mixture was heated to 80° C. for 120 minutes. The reaction mixture was cooled to room temperature and partitioned between 0.1 N NaOH and EtOAc. The layers were separated, washed with brine and EtOAc. The combined organic layers were dried over MgSO4.H2O and evaporated to give 704 mg of the title compound as a diastereomeric mixture.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. custompartitioned between 0.1 N NaOH and EtOAc
  3. customThe layers were separated
  4. washwashed with brine and EtOAc
  5. dry with materialThe combined organic layers were dried over MgSO4.H2O
  6. customevaporated

出典と根拠

ORDレコード
ord-5115a6694af74c4a98dd0aff376e171a
出典データセット
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08338413B1

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート