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Sodium borohydride → 2-(2-(4-Bromophenoxy)ethyl)propane-1,3-diol

HRID 1054874
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HRID 1054874 반응식
[Br:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][CH2:7][CH2:8][CH:9]([C:15](OCC)=[O:16])[C:10](OCC)=[O:11])=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][CH2:8][CH:9]([CH2:15][OH:16])[CH2:10][OH:11])=[CH:20][CH:21]=1
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 79459661Diethyl 2-(2-(4-bromophenoxy)ethyl)malonate

생성물 1

HCID 794507012-(2-(4-Bromophenoxy)ethyl)propane-1,3-diol

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of diethyl 2-(2-(4-bromophenoxy)ethyl)malonate (2.50 g, 6.96 mmol) in anhydrous MeOH (15 mL) was added sodium borohydride (1.32 g, 34.8 mmol) in portions at 0° C. The reaction mixture was stirred for 30 minutes at this temperature. The reaction mixture was then carefully quenched with water and extracted with ethyl acetate (4×50 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated under reduced pressure to give the crude product. The crude product was purified by flash chromatography (ethyl acetate:petroleum ether) to deliver the title compound (1.0 g, 52%) as a white solid.

후처리

  1. customThe reaction mixture was then carefully quenched with water
  2. extractionextracted with ethyl acetate (4×50 mL)
  3. dry with materialThe combined organic layers were dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-8587370828a6462d87fb3b81c848c73c
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09394285B2

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