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Sodium borohydride → (6-Methoxypyridin-2-yl)methanol

HRID 1686345
ノート
印刷プレビュー

反応式

HRID 1686345 の反応式
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[N:6]=1)=O.[BH4-].[Na+]>CO>[CH3:12][O:11][C:7]1[N:6]=[C:5]([CH2:3][OH:2])[CH:10]=[CH:9][CH:8]=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 4311764Sodium borohydrideHCID 16218333Methyl 6-methoxypyridine-2-carboxylate

生成物 1

HCID 12325389(6-Methoxypyridin-2-yl)methanol収率 30%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

Methyl-6-methoxypyridine-2-carboxylate (2 g, 11.96 mmol) in anhydrous methanol (20 mL) was cooled to 0° C. under nitrogen and sodium borohydride (1.36 g, 35.89 mmol) was slowly added to the solution. The reaction was left stirring at 0° C. for 30 minutes, then allowed to warm up to room temperature for 1 hour. The reaction was quenched with water and concentrated on the rotovap. The reaction was diluted with brine (100 mL) and extracted with dichloromethane/2-propanol solution (2:1) (3×, 150 mL). The combined organic extracts were dried over magnesium sulfate, filtered and concentrated on the rotovap to afford (6-methoxypyridin-2-yl)methanol (500 mg, 30%) as an oil. MS M+H calculated 140.1. found 140.1.

後処理

  1. waitThe reaction was left
  2. temperatureto warm up to room temperature for 1 hour
  3. customThe reaction was quenched with water
  4. concentrationconcentrated on the rotovap
  5. additionThe reaction was diluted with brine (100 mL)
  6. extractionextracted with dichloromethane/2-propanol solution (2:1) (3×, 150 mL)
  7. dry with materialThe combined organic extracts were dried over magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated on the rotovap

出典と根拠

ORDレコード
ord-b547d0d4b34549088efe814ce5cde2d3
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08148544B2

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