Acetic Anhydride → 1-Acetamido-5,6,7,8-tetrahydronaphthalene

HRID 381606

反応式

HRID 381606 の反応式
C(O[C:5](=[O:7])[CH3:6])(=O)C.[NH2:8][C:9]1[C:18]2[CH2:17][CH2:16][CH2:15][CH2:14][C:13]=2[CH:12]=[CH:11][CH:10]=1>CCCCCC>[C:9]1([NH:8][C:5](=[O:7])[CH3:6])[C:18]2[CH2:17][CH2:16][CH2:15][CH2:14][C:13]=2[CH:12]=[CH:11][CH:10]=1

参加物

4

反応物 2

HCID 7918Acetic AnhydrideHCID 166715-Tetralinylamine

生成物 1

HCID 2320651-Acetamido-5,6,7,8-tetrahydronaphthalene収率 71.5%

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

実験手順

Acetic anhydride (100 ml, 1.06 mole) was added rapidly to neat 1-amino-5,6,7,8-tetrahydronaphthalene (25 g, 0.17 mole) (Aldrich) with stirring. The mixture quickly solidified and was allowed to stand overnight. The broken mass was suspended in hexane (200 ml), filtered, then resuspended in methylene chloride (150 ml). After stirring 10 minutes, the suspension was diluted with an equal volume of hexane, filtered, and the solid dried at 95° C. under reduced pressure to give N-(5,6,7,8-tetrahydro-1-naphthyl)acetamide (23 g). 1H NMR (CDCl3, 200 MHz) δ: 1.68-1.90 (m, 4H, CH2's), 2.20 (s, 3H, CH3), 2.52-2.68 (m, 2H, ArCH2), 2.70-2.84 (m, 2H, ArCH2), 3.94 (br s, 1H, NH), 6.92 (d, J=8 Hz, 1H, Ar), 7.10 (t, J=8 Hz, 1H, Ar), 7.53 (d, J=8 Hz, 1H, Ar). Anal. Calculated for C12H15NO: C, 76.16; H, 7.99; N, 7.40. Found: C, 76.13; H, 8.04; N, 7.40.

後処理

  1. filtrationfiltered
  2. stirringAfter stirring 10 minutes
  3. additionthe suspension was diluted with an equal volume of hexane
  4. filtrationfiltered
  5. customthe solid dried at 95° C. under reduced pressure

出典と根拠

ORDレコード
ord-27fa85e6af7e4aa1be636d20769ca7dd
出典データセット
uspto-grants-2001_10
特許番号
US06306865B1

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