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

HRID 595928노트

반응식

HRID 595928 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9c130c1269a44013ba326dc34fef205b
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242996B2

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