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2-(Difluoromethoxy)naphthalene-1-carbaldehyde → [2-(Difluoromethoxy)naphthalen-1-yl]methanol

HRID 1055422
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인쇄 미리보기

반응식

HRID 1055422 반응식
[BH4-].[Na+].[F:3][CH:4]([F:18])[O:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]=1[CH:16]=[O:17]>CCO.O>[F:3][CH:4]([F:18])[O:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]=1[CH2:16][OH:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 8181662-(Difluoromethoxy)naphthalene-1-carbaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 43394581[2-(Difluoromethoxy)naphthalen-1-yl]methanol수율 39%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

NaBH4 (255 mg, 6.73 mmol) was added to a suspension of 2-(difluoromethoxy)-1-naphthaldehyde (0.997 g, 4.49 mmol) in EtOH (29.9 mL). After 3 h the mixture was diluted with H2O, extracted with EtOAc, the combined extracts were washed with brine (200 mL), dried over Na2SO4, filtered, and the filtrate concentrated to give a residue that was purified by silica gel chromatography to provide (2-(difluoromethoxy)naphthalen-1-yl)methanol (387 mg, 39%) as an orange solid.

후처리

  1. extractionextracted with EtOAc
  2. washthe combined extracts were washed with brine (200 mL)
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated
  6. customto give a residue that
  7. customwas purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-331b8d17532b4ac585ee90dc9feafdcb
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09394263B2

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