Sodium cyanoborohydride → 4-(2,2,2-Trifluoro-1-hydroxyethyl)phenol

HRID 20061

反応式

HRID 20061 の反応式
[F:1][C:2]([F:13])([F:12])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)=[O:4].C([BH3-])#N.[Na+]>ClC(Cl)C.[I-].[Zn+2].[I-]>[F:1][C:2]([F:12])([F:13])[CH:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)[OH:4]

参加物

5

反応物 2

HCID 5003444Sodium cyanoborohydrideHCID 114468182,2,2-Trifluoro-1-(4-hydroxyphenyl)ethanone

生成物 1

HCID 112869774-(2,2,2-Trifluoro-1-hydroxyethyl)phenol

試薬・触媒・溶媒 2

HCID 9883512zinc(II)iodide触媒HCID 63651,1-Dichloroethane溶媒

実験手順

To a solution of 2,2,2-trifluoro-1-(4-hydroxyphenyl)ethanone (5.0 g, 26 mmol) in dichloroethane was added zinc iodide (2.7 ml, 39 mmol) followed by sodium cyanoborohydride (10 ml, 197 mmol). The reaction was stirred at RT for 18 h. Both TLC and LCMS showed one product was formed. MS+=175 (desired mass 192—OH). The mixture was filtered through celite and rinsed with dichloromethane. The filtrate was concentrated and dried in vacuum to afford the title compound as colorless oil. MS m/z: 175(M−H2O).

後処理

  1. customwas formed
  2. filtrationThe mixture was filtered through celite
  3. washrinsed with dichloromethane
  4. concentrationThe filtrate was concentrated
  5. customdried in vacuum

出典と根拠

ORDレコード
ord-ee744732b1db40f2af28ba7e8613f7fa
出典データセット
uspto-grants-2010_06
特許番号
US07745484B2

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