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

HRID 339510ノート

反応式

HRID 339510 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 583421884-(3,3,3-Trifluoropropoxy)benzaldehyde収率 46%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-30640eb58511495b83faa2a0fcf20d35
出典データセット
uspto-grants-2014_11
特許番号
US08895313B2

反応ノート

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