Diisopropylethylamine → HCID 18519986、化合物

HRID 1368182ノート

反応式

HRID 1368182 の反応式
C(N(CC)C(C)C)(C)C.Cl.[CH3:11][O:12][NH2:13].[C:14]1(=[O:21])[CH:20]=[CH:19][CH2:18][CH2:17][CH:16]=[CH:15]1>C(O)(C)C>[CH3:11][O:12][N:13]1[CH:19]2[CH2:18][CH2:17][CH:16]1[CH2:15][C:14](=[O:21])[CH2:20]2

参加物

5

反応物 3

HCID 81531Diisopropylethylamine2 回HCID 521874O-Methylhydroxylamine hydrochlorideHCID 109204632,6-Cycloheptadien-1-one

生成物 1

HCID 18519986HCID 18519986、化合物収率 20%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒2 回

実験手順

N,N-Diisopropylethylamine (14.5 ml) was added dropwise to a stirred suspension of O-methylhydroxylamine hydrochloride (2.32 g) in isopropyl alcohol (25 ml). After 30 minutes cyclohepta-2,6-dienone (3.0 g) in isopropyl alcohol (5 ml) was added dropwise. After 24 hours N,N-diisopropylethylamine (4.9 ml) was added. After 6 hours the mixture was allowed to stand at room temperature overnight. The mixture was evaporated under reduced pressure, diethyl ether added and the resulting mixture extracted with 2M hydrochloric acid (×3). The combined aqueous fractions were washed with diethyl ether (×3), neutralised with sodium hydroxide and extracted with diethyl ether (×3). The combined extracts were washed with brine, dried (MgSO4) and evaporated under reduced pressure. Kugelrohr distillation gave 8-methoxy-8-azabicyclo[3.2.1]octan-3-one (0.86 g).

後処理

  1. waitto stand at room temperature overnight
  2. customThe mixture was evaporated under reduced pressure, diethyl ether
  3. additionadded
  4. extractionthe resulting mixture extracted with 2M hydrochloric acid (×3)
  5. washThe combined aqueous fractions were washed with diethyl ether (×3)
  6. extractionextracted with diethyl ether (×3)
  7. washThe combined extracts were washed with brine
  8. dry with materialdried (MgSO4)
  9. customevaporated under reduced pressure
  10. distillationKugelrohr distillation

出典と根拠

ORDレコード
ord-fc7031d1a15b4f6bb4e8d904d32409aa
出典データセット
uspto-grants-2003_06
特許番号
US06573275B1

反応ノート

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