Methyl4,6-dichloronicotinate → (4,6-Dichloropyridin-3-yl)methanol

HRID 605556ノート

反応式

HRID 605556 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[Al+3].[Cl-].[Cl-].[Cl:11][C:12]1[C:17]([C:18](OC)=[O:19])=[CH:16][N:15]=[C:14]([Cl:22])[CH:13]=1>CCOCC>[Cl:11][C:12]1[CH:13]=[C:14]([Cl:22])[N:15]=[CH:16][C:17]=1[CH2:18][OH:19]

参加物

5

反応物 3

HCID 2764083Methyl4,6-dichloronicotinateHCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydride

生成物 1

HCID 2762727(4,6-Dichloropyridin-3-yl)methanol収率 43%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

To lithium aluminum hydride (2.4 g, 64 mmol) and aluminum chloride (17 g, 128 mmol) in Et2O (200 mL) at 0° C. was added a solution of methyl 4,6-dichloronicotinate (13.1 g, 64 mmol) in Et2O (100 mL) dropwise with stirring. The resulting solution was heated at reflux for one hour. The reaction mixture was quenched with 100 mL of H2O/ice. The resulting solution was extracted with EtOAc (2×500 mL). The organic layers were combined, dried over Na2SO4 and concentrated in vacuo to afford 4.5 g (43%) of (4,6-dichloropyridin-3-yl)methanol.

後処理

  1. temperatureThe resulting solution was heated
  2. temperatureat reflux for one hour
  3. customThe reaction mixture was quenched with 100 mL of H2O/ice
  4. extractionThe resulting solution was extracted with EtOAc (2×500 mL)
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-8927e81c33414ec58e8f39a8ce17d2e5
出典データセット
uspto-grants-2011_03
特許番号
US07915253B2

反応ノート

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