Sodium Hydroxide → HCID 86652761、化合物

HRID 453930ノート

反応式

HRID 453930 の反応式
[CH:1]1([O:6][C:7]2[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[CH:11][C:8]=2[CH:9]=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[NH2:18][OH:19].[OH-].[Na+]>C(O)C>[CH:1]1([O:6][C:7]2[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[CH:11][C:8]=2[CH:9]=[N:18][OH:19])[CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 6484666HCID 6484666、化合物

生成物 1

HCID 86652761HCID 86652761、化合物収率 97.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To the stirred solution of 2-(cyclopentyloxy)-3-methoxybenzaldehyde (3 g, 13.636 mmol) in ethanol was added hydroxylamine hydrochloride (1.758 g, 27.277 mmol) and aqueous solution of sodium hydroxide (18 ml, 34.091 mmol). The reaction mixture was refluxed for 6 h under nitrogen atmosphere. The solvent was evaporated under reduced pressure and the reaction mixture diluted with water. The product was extracted using chloroform (3×200 ml), combined organic layers washed with water (3×100 ml), brine (50 ml), dried (Na2SO4), filtered and concentrated under vacuum to yield 3.12 g of the product. 1H NMR (300 MHz, CDCl3) δ 1.58-1.64 (m, 4H), 1.66-1.72 (m, 4H), 3.84 (s, 3H), 4.86 (br s, 1H), 6.89 (d, J=8.1 Hz, 1H), 6.99 (t, J=7.8 Hz, 1H), 7.31 (d, J=7.8 Hz, 1H), 8.43 (s, 1H).

後処理

  1. temperatureThe reaction mixture was refluxed for 6 h under nitrogen atmosphere
  2. customThe solvent was evaporated under reduced pressure
  3. additionthe reaction mixture diluted with water
  4. extractionThe product was extracted
  5. washwashed with water (3×100 ml), brine (50 ml)
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-6d899aa9929c4ee39f4ebd274987225a
出典データセット
uspto-grants-2013_07
特許番号
US08492568B2

反応ノート

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