HCID 22452664、化合物 → HCID 22452628、化合物

HRID 2185905ノート

反応式

HRID 2185905 の反応式
[CH:1]([O:4][C:5]1[CH:6]=[C:7]([C:15]([OH:17])=[O:16])[C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][CH:9]=2)([CH3:3])[CH3:2]>CC(O)=O.[Pd]>[CH:1]([O:4][C:5]1[CH:6]=[C:7]([C:15]([OH:17])=[O:16])[C:8]2[CH2:9][CH2:10][CH2:11][CH2:12][C:13]=2[CH:14]=1)([CH3:3])[CH3:2]

参加物

4

反応物 1

HCID 22452664HCID 22452664、化合物

生成物 1

HCID 22452628HCID 22452628、化合物収率 100.9%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 176Acetic Acid溶媒

実験手順

A mixture of 3-(isopropoxy)-1-naphthalenecarboxylic acid (0.38 g, 1.65 mmol) and 10% Pd/C (0.10 g) in HOAc (20 mL) was hydrogenated on Parr apparatus at 60° C. and 50 psi for 13 h. After filtration through diatomaceous earth the solvent was removed in vacuo, water was added and the precipitate was extracted into EtOAc. The combined organic layers were dried (MgSO4), filtered and concentrated to yield the title acid as a light yellow oil (0.39 g, 100%). 1H NMR (CDCl3) δ 7.39 (d, 1H), 6.83 (d, 1H), 4.55 (m, 1H), 3.02 (s, 2H), 2.80 (s, 2H), 1.77 (m, 4H), 1.34 (s, 3H), 1.32 (s, 3H); MS m/z 233 (M−H).

後処理

  1. customwas hydrogenated on Parr apparatus at 60° C.
  2. filtrationAfter filtration through diatomaceous earth the solvent
  3. customwas removed in vacuo, water
  4. additionwas added
  5. extractionthe precipitate was extracted into EtOAc
  6. dry with materialThe combined organic layers were dried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-393d04bbbaa14af7be5f1b6adc18c252
出典データセット
uspto-grants-2002_06
特許番号
US06403601B1

反応ノート

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