4-Hydroxybenzaldehyde → 4-(3,3,3-Trifluoropropoxy)benzaldehyde

HRID 339510노트

반응식

HRID 339510 반응식
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[F:10][C:11]([F:16])([F:15])[CH2:12][CH2:13]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>C1COCC1>[F:10][C:11]([F:16])([F:15])[CH2:12][CH2:13][O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 1264-HydroxybenzaldehydeHCID 11776TriphenylphosphineHCID 1375123,3,3-Trifluoro-1-propanolHCID 5363146Diisopropyl azodicarboxylate

생성물 1

HCID 583421884-(3,3,3-Trifluoropropoxy)benzaldehyde수율 46%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 4-hydroxybenzaldehyde (0.36 g, 2.93 mmol), 3,3,3-trifluoropropanol (0.5 g, 4.39 mmol) and triphenylphosphine (1.15 g, 4.39 mmol) in dry THF (10 ml) at 0° C. under an atmosphere of argon was added dropwise diisopropylazodicarboxylate (0.89 g, 4.39 mmol). On completion of the addition, the reaction mixture was stirred at room temperature for 60 h. The solvent was removed under reduced pressure and the residue was purified by flash chromatography (4:1 Hexane/EtOAc) to give the title compound (0.25 g, 46%) as a colourless solid.

후처리

  1. additionOn completion of the addition
  2. customThe solvent was removed under reduced pressure
  3. customthe residue was purified by flash chromatography (4:1 Hexane/EtOAc)

출처 및 근거

ORD 기록
ord-30640eb58511495b83faa2a0fcf20d35
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895313B2

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