3-Hydroxybenzaldehyde → 3-(Bicyclo[2.2.1]heptan-2-ylmethoxy)benzaldehyde

HRID 875520

反応式

HRID 875520 の反応式
[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[CH2:8][OH:9].O[C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=1)[CH:14]=[O:15]>>[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[CH2:8][O:9][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=1)[CH:14]=[O:15]

参加物

3

反応物 2

HCID 1013-HydroxybenzaldehydeHCID 21308Bicyclo(2.2.1)heptane-2-methanol

生成物 1

HCID 795519583-(Bicyclo[2.2.1]heptan-2-ylmethoxy)benzaldehyde

実験手順

Condensation of bicyclo[2.2.1]heptan-2-ylmethanol with 3-hydroxybenzaldehyde (11) under Mitsunobu conditions was performed following the method given in Example 2. The product was purified by flash chromatography (5 to 30% EtOAc/hexane gradient) to give 3-(bicyclo[2.2.1]heptan-2-ylmethoxy)benzaldehyde as a colorless oil. Yield (0.88 g, 32%). 1H NMR (400 MHz, DMSO-d6) δ 9.95 (s, 1H), 7.38-7.50 (m, 3H), 7.22-7.28 (m, 1H), 4.01 (m, 1H), 3.88-3.93 (m, 1H), 3.70-3.80 (m, 1H), 2.15-2.29 (m, 2H), 1.67-1.90 (m, 1H), 1.40-1.52 (m, 2H), 1.24-1.40 (m, 2H), 1.05-1.21 (m, 2H), 0.75 (ddd, J=2.3, 5.1, 12.1 Hz, 1H).

後処理

  1. customThe product was purified by flash chromatography (5 to 30% EtOAc/hexane gradient)

出典と根拠

ORDレコード
ord-807a1d6ca2864d9b8ce79dc3ba69f9b0
出典データセット
uspto-grants-2015_03
特許番号
US08981153B2

関連ノート

読み込み中…