4-Hydroxybenzaldehyde → 4-(1-Acetylpiperidin-4-yloxy)benzaldehyde

HRID 591710ノート

反応式

HRID 591710 の反応式
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8](=[O:10])[CH3:9])[CH2:4][CH2:3]1.O[C:12]1[CH:19]=[CH:18][C:15]([CH:16]=[O:17])=[CH:14][CH:13]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>C1COCC1>[C:8]([N:5]1[CH2:6][CH2:7][CH:2]([O:1][C:12]2[CH:19]=[CH:18][C:15]([CH:16]=[O:17])=[CH:14][CH:13]=2)[CH2:3][CH2:4]1)(=[O:10])[CH3:9]

参加物

6

反応物 4

HCID 1264-HydroxybenzaldehydeHCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 107492911-(4-Hydroxypiperidin-1-yl)ethan-1-one

生成物 1

HCID 230875244-(1-Acetylpiperidin-4-yloxy)benzaldehyde

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 1-(4-hydroxy-piperidin-1-yl)-ethanone (1.00 g, 6.90 mmol), 4-hydroxybenzaldehyde (0.854 g, 6.90 mmol) and triphenylphosphine (1.83 g, 6.90 mmol) in THF (10 mL) was added dropwise diisopropyl azodicarboxylate (DIAD) (1.41 g, 6.90 mmol). The reaction mixture was stirred at room temperature for 16 hours, THF was evaporated, and the residue was purified by column chromatography, using dichloromethane:ethyl acetate:methanol (1:2:0.05) as eluent, to give 4-(1-acetyl-piperidin-4-yloxy)-benzaldehyde. Yield: 0.40 g (23%).

後処理

  1. customTHF was evaporated
  2. customthe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-965e33a22ff849faace415dd0cc2be03
出典データセット
uspto-grants-2016_01
特許番号
US09238640B2

反応ノート

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