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Sodium borohydride → (S)-2-(4-Bromophenoxy)propan-1-ol

HRID 1856691
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HRID 1856691 반응식
[BH4-].[Na+].[Br:3][C:4]1[CH:17]=[CH:16][C:7]([O:8][C@@H:9]([CH3:15])[C:10](OCC)=[O:11])=[CH:6][CH:5]=1>C(O)C>[Br:3][C:4]1[CH:17]=[CH:16][C:7]([O:8][C@@H:9]([CH3:15])[CH2:10][OH:11])=[CH:6][CH:5]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 86756006(2S)-2-(4-bromophenoxy)propanoic acid, ethyl ester

생성물 1

HCID 57234620(S)-2-(4-Bromophenoxy)propan-1-ol

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Sodium borohydride (1.15 g) was added to a solution of (2S)-2-(4-bromophenoxy)propanoic acid, ethyl ester (7.5 g, Example 15a)) in ethanol (20 ml) at 5° C. The resulting solution was allowed to warm to room temperature and was stirred for 10 hours before being concentrated under reduced pressure. The residue was partitioned between ethyl acetate (100 ml) and 2N hydrochloric acid (50 ml). The mixture was extracted into ethyl acetate and the combined extracts were dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The product was used directly in the next step without further purification (6.32 g).

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후처리

  1. concentrationbefore being concentrated under reduced pressure
  2. customThe residue was partitioned between ethyl acetate (100 ml) and 2N hydrochloric acid (50 ml)
  3. extractionThe mixture was extracted into ethyl acetate
  4. dry with materialthe combined extracts were dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe product was used directly in the next step without further purification (6.32 g)

출처 및 근거

ORD 기록
ord-d0e92b8121e74b38b07ba4b07dee9bf9
출처 데이터셋
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06143751

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