Ethanol → (2,3-Dichloro-6-nitrophenyl)methanol

HRID 41354ノート

反応式

HRID 41354 の反応式
[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[C:6]([N+:11]([O-:13])=[O:12])[C:3]=1[CH:4]=[O:5].[BH4-].[Na+].C(O)C.[Cl-].[NH4+]>O1CCCC1>[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[C:6]([N+:11]([O-:13])=[O:12])[C:3]=1[CH2:4][OH:5]

参加物

6

反応物 4

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 112182712,3-Dichloro-6-nitrobenzaldehyde

生成物 1

HCID 11160370(2,3-Dichloro-6-nitrophenyl)methanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2,3-dichloro-6-nitrobenzaldehyde (7.62 g, 34.9 mmol) in tetrahydrofuran (75 mL) was added sodium borohydride (1.31 g, 34.9 mmol) followed by ethanol (1.75 mL), and the mixture was stirred for 1.5 hours. Saturated aqueous ammonium chloride (75 mL) was added, and the solution was extracted three times with EtOAc. The combined organic layers were dried (MgSO4) and then concentrated to give 2,3-dichloro-6-nitrobenzyl alcohol, as an oil which crystallised, 7.62 g (98%).

後処理

  1. extractionthe solution was extracted three times with EtOAc
  2. dry with materialThe combined organic layers were dried (MgSO4)
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-f61fa9f41f904947a2b44754f1fbbe61
出典データセット
uspto-grants-2013_09
特許番号
US08530651B2

反応ノート

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