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Tetrahydrofuran → 1-(4-Fluorophenyl)-4-(hydroxymethyl)pyrrolidin-2-one

HRID 2194837
ノート
印刷プレビュー

反応式

HRID 2194837 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](=[O:13])[CH2:11][CH:10]([C:14](OC)=[O:15])[CH2:9]2)=[CH:4][CH:3]=1.[BH4-].[Na+].C1COCC1>CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:9][CH:10]([CH2:14][OH:15])[CH2:11][C:12]2=[O:13])=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 2969493Methyl 1-(4-fluorophenyl)-5-oxopyrrolidine-3-carboxylateHCID 4311764Sodium borohydride

生成物 1

HCID 104656771-(4-Fluorophenyl)-4-(hydroxymethyl)pyrrolidin-2-one

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A 500 mL round-bottomed flask was charged with methyl 1-(4-fluorophenyl)-5-oxopyrrolidine-3-carboxylate 52 (7.50 g, 31.6 mmol), sodium borohydride (1.32 g, 34.8 mmol), and 100 mL of THF. After being heated to reflux, 15 mL of MeOH was slowly added. After 1 h at reflux, the reaction was concentrated, 100 mL of water was added, and the mixture was extracted with DCM. The combined extracts were dried and concentrated to give 1-(4-fluorophenyl)-4-(hydroxymethyl)pyrrolidin-2-one 53.

後処理

  1. temperatureAfter being heated
  2. temperatureto reflux
  3. temperatureAfter 1 h at reflux
  4. concentrationthe reaction was concentrated
  5. addition100 mL of water was added
  6. extractionthe mixture was extracted with DCM
  7. customThe combined extracts were dried
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-04ad25007de045b3a5ebda4da637cc98
出典データセット
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08334317B2

反応ノート

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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