Morpholine → 4-(1-(4-Nitrophenyl)ethyl)morpholine

HRID 1179228ノート

反応式

HRID 1179228 の反応式
Br[CH:2]([C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=1)[CH3:3].C(=O)([O-])[O-].[K+].[K+].[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1>CN(C=O)C>[N+:10]([C:7]1[CH:8]=[CH:9][C:4]([CH:2]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[CH3:3])=[CH:5][CH:6]=1)([O-:12])=[O:11]

参加物

5

反応物 3

HCID 8083MorpholineHCID 11430Potassium CarbonateHCID 110206791-(1-Bromoethyl)-4-nitrobenzene

生成物 1

HCID 133988034-(1-(4-Nitrophenyl)ethyl)morpholine収率 95.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 1-(1-bromo-ethyl)-4-nitro-benzene (1.24 g, 5.43 mmol), potassium carbonate (2.25 g, 16.3 mmol) and morpholine (1.2 mL, 13.6 mmol) in DMF (10 mL) was stirred at room temperature for 16 h, then evaporated. The residue was suspended in ethyl acetate, washed with water and brine, dried (sodium sulfate) and evaporated to provide 4-[1-(4-nitro-phenyl)-ethyl]-morpholine (1.225 g, 95% yield) as a yellow oil. 1H-NMR (DMSO-d6, 500 MHz) 8.19 (d, 2H), 7.16 (d, 2H), 3.56 (m, 5H), 2.41 (m, 2H), 2.26 (m, 2H), 1.29 (d, 3H) ppm; MS (FIA) 237.2 (M+H); HPLC (Method A) 2.248 min.

後処理

  1. customevaporated
  2. washwashed with water and brine
  3. dry with materialdried (sodium sulfate)
  4. customevaporated

出典と根拠

ORDレコード
ord-c94c1f28205849a09d15413d011c366a
出典データセット
uspto-grants-2007_10
特許番号
US07279469B2

反応ノート

読み込み中…