Diethyl Ether → Ethyl 5-(morpholin-4-yl)pentanoate

HRID 255019ノート

反応式

HRID 255019 の反応式
Br[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1.C(N(CC)CC)C.C(OCC)C>C(O)C>[N:11]1([CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 8083MorpholineHCID 8471TriethylamineHCID 84580Ethyl 5-bromovalerate

生成物 1

HCID 16097789Ethyl 5-(morpholin-4-yl)pentanoate収率 87%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of ethyl 5-bromovalerate (8 g, 38.3 mmole), morpholine (3.67 g, 42 mmole) and triethylamine (4.2 g, 42 mmole) in ethanol (100 mL) was heated to reflux overnight. The solution was concentrated to afford a gummy white solid which was mixed with diethyl ether and filtered to remove the solid. The filtrate was washed with saline (3×50 mL), dried over Na2SO4, filtered and concentrated in vacuo to afford 7.1 g (87%) of ethyl 5-morpholin-4-ylpentanoate as a pale brown liquid. MS (m/z, ES+): 217 (M+2, 100%), 216 (M+1, 57%).

後処理

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. concentrationThe solution was concentrated
  4. customto afford a gummy white solid which
  5. filtrationfiltered
  6. customto remove the solid
  7. washThe filtrate was washed with saline (3×50 mL)
  8. dry with materialdried over Na2SO4
  9. filtrationfiltered
  10. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-04c47cfb0cc1467aad2ac7d7661617ea
出典データセット
uspto-grants-2011_01
特許番号
US07875728B2

反応ノート

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