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Methyl 3,5-dioxohexanoate → Methyl 3-hydroxy-5-oxohexanoate

HRID 628817
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HRID 628817 반응식
[O:1]=[C:2]([CH2:8][C:9](=[O:11])[CH3:10])[CH2:3][C:4]([O:6][CH3:7])=[O:5]>C1COCC1.[Ru](Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[OH:1][CH:2]([CH2:8][C:9](=[O:11])[CH3:10])[CH2:3][C:4]([O:6][CH3:7])=[O:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 538296Methyl 3,5-dioxohexanoate

생성물 1

HCID 14689085Methyl 3-hydroxy-5-oxohexanoate수율 52%

시약·촉매·용매 2

HCID 11007548Dichlorotris(triphenylphosphine)ruthenium촉매HCID 8028Tetrahydrofuran용매

실험 절차

Methyl 3,5-dioxohexanoate (19.0 g) was dissolved in THF (380 mL) and tris(triphenylphosphine) ruthenium (II) dichloride (1.1 g) was added. The reaction mixture was hydrogenated at 5 bar, 50° C. for 16 h and then cooled to room temperature. The solvent was removed under vacuum and the oil was purified on silica gel (hexane/EtOAC 1:1) to give the final methyl 3-hydroxy-5-oxohexanoate (10 g).

후처리

  1. customThe solvent was removed under vacuum
  2. customthe oil was purified on silica gel (hexane/EtOAC 1:1)

출처 및 근거

ORD 기록
ord-0bec360ef86845a78b867354a2526b68
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09315470B2

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