Sodium borohydride → (4-[1,3]Dioxolan-2-yl-3-fluoro-phenyl)-methanol

HRID 1691335

반응식

HRID 1691335 반응식
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[O:11])=[CH:8][C:7]=1[F:14].[BH4-].[Na+]>CO>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:13]=[CH:12][C:9]([CH2:10][OH:11])=[CH:8][C:7]=1[F:14]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 592554594-[1,3]Dioxolan-2-yl-3-fluoro-benzaldehyde

생성물 1

HCID 59255152(4-[1,3]Dioxolan-2-yl-3-fluoro-phenyl)-methanol수율 24.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a methanol solution (200 mL) of 4-[1,3]dioxolan-2-yl-3-fluoro-benzaldehyde (10 g, 50.9 mmol) described in Manufacturing Example 204-1-2 was added sodium borohydride (2.12 g, 56 mmol), which was stirred for 1 hour at room temperature. This mixture was partitioned into ethyl acetate and water. The organic layer was separated, washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:1) to obtain the title compound (2.44 g, 24%).

후처리

  1. customThis mixture was partitioned into ethyl acetate and water
  2. customThe organic layer was separated
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under a reduced pressure
  7. customthe residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:1)

출처 및 근거

ORD 기록
ord-f111a858a75742d085a908b27fffc5e1
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153662B2

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