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Sodium borohydride → HCID 21959212, 화합물

HRID 2055046
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HRID 2055046 반응식
[BH4-].[Na+].[CH3:3][O:4][CH2:5][O:6][C:7]1[CH:12]=[C:11]([O:13][CH2:14][O:15][CH3:16])[CH:10]=[CH:9][C:8]=1[C:17]1[C:18](=[O:34])[O:19][C:20]2[C:25]([C:26]=1[CH2:27][CH:28]=[O:29])=[CH:24][CH:23]=[C:22]([O:30][CH2:31][O:32][CH3:33])[CH:21]=2>C(O)C>[CH3:3][O:4][CH2:5][O:6][C:7]1[CH:12]=[C:11]([O:13][CH2:14][O:15][CH3:16])[CH:10]=[CH:9][C:8]=1[C:17]1[C:18](=[O:34])[O:19][C:20]2[C:25]([C:26]=1[CH2:27][CH2:28][OH:29])=[CH:24][CH:23]=[C:22]([O:30][CH2:31][O:32][CH3:33])[CH:21]=2
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 21959222HCID 21959222, 화합물

생성물 1

HCID 21959212HCID 21959212, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Sodium borohydride (17 mg, 0.45 mmol, 0.5 eq.) was dissolved in ethanol (5 mL), then added into the solution of [3-(2,4-Bis-methoxymethoxy-phenyl)-7-methoxymethoxy-2-oxo-2H-chromen-4-yl]-acetaldehyde (400 mg, 0.90 mmol, 1 eq.) ethanol (10 mL) at −10° C. and the reaction mixture was stirred for 30 minutes. The solvent was evaporated and the resulting residue was dissolved in ethyl acetate (100 mL) and washed twice with brine. The organic layer was dried over anhydrous sodium sulfate then concentrated to yield the crude product which was purified by flash chromatography eluted with 50% ethyl acetate to yield the title compound 3-(2,4-Bis-methoxymethoxy-phenyl)-4-(2-hydroxy-ethyl)-7-methoxymethoxy-chromen-2-one as a solid.

후처리

  1. customThe solvent was evaporated
  2. dissolutionthe resulting residue was dissolved in ethyl acetate (100 mL)
  3. washwashed twice with brine
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. concentrationthen concentrated
  6. customto yield the crude product which
  7. customwas purified by flash chromatography
  8. washeluted with 50% ethyl acetate

출처 및 근거

ORD 기록
ord-228e3ed850514ab1b809e9d79d795bfa
출처 데이터셋
uspto-grants-2008_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07329654B2

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