Sodium borohydride → (4-(6-fluoropyridin-3-yl)tetrahydro-2H-pyran-4-yl)methanol

HRID 595928ノート

反応式

HRID 595928 の反応式
[F:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2([CH:14]=[O:15])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[F:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2([CH2:14][OH:15])[CH2:9][CH2:10][O:11][CH2:12][CH2:13]2)=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 1180452994-(6-fluoropyridin-3-yl)tetrahydro-2H-pyran-4-carbaldehyde

生成物 1

HCID 118045465(4-(6-fluoropyridin-3-yl)tetrahydro-2H-pyran-4-yl)methanol収率 97%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To an ice cooled solution of 4-(6-fluoropyridin-3-yl)tetrahydro-2H-pyran-4-carbaldehyde (560 mg, 2.68 mmol) in methanol (18 mL) was added sodium borohydride (91 mg, 2.41 mmol). The reaction solution was stirred at ambient temperature for 30 min. The solvent was removed under vacuum. The residue was diluted with ethyl acetate, and was washed with water, brine, dried over sodium sulfate, filtered and concentrated to give (4-(6-fluoropyridin-3-yl)tetrahydro-2H-pyran-4-yl)methanol (550 mg, 2.60 mmol, 97%) as brown color oil. LCMS (m/z): 212 (MH+), 0.42 min.

後処理

  1. customThe solvent was removed under vacuum
  2. additionThe residue was diluted with ethyl acetate
  3. washwas washed with water, brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-9c130c1269a44013ba326dc34fef205b
出典データセット
uspto-grants-2016_01
特許番号
US09242996B2

反応ノート

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