Diethylamine → HCID 11779758、化合物

HRID 465575ノート

反応式

HRID 465575 の反応式
[OH:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][O:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][O:12]1)[CH2:3][C:4]#[CH:5].C(NCC)C.Br[C:23]1[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=1>[Cu]I>[N:25]1[CH:26]=[CH:27][CH:28]=[C:23]([C:5]#[C:4][CH2:3][CH:2]([OH:1])[CH2:6][CH2:7][CH2:8][CH2:9][O:10][CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][O:12]2)[CH:24]=1

参加物

5

反応物 3

HCID 8021DiethylamineHCID 122863-BromopyridineHCID 10353657HCID 10353657、化合物

生成物 1

HCID 11779758HCID 11779758、化合物

試薬・触媒・溶媒 1

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒

実験手順

A mixture of 5.84 g (25.8 mmol) 4-hydroxy-8-(2-tetrahydropyranyloxy)-1-octyne, 4.7 ml diethylamine, 10 ml (100 mmol) 3-bromopyridine, 0.032 g copper (I) iodide, and 0.187 g bis-triphenylphosphine palladium (II) chloride is stirred at room temperature for 18 h. The solvent is evaporated and the residue taken up in ether. The ether layer is washed with saturated aqueous sodium bicarbonate, water, brine, dried, filtered and evaporated to get an amber oil which is purified by chromatography using ether as the eluent to give 1-(3-pyridyl)-4-hydroxy-8-(2-tetrahydropyranyloxy)-1-octyne; NMR (CDCl3): delta 4.6 (brs,1H), 2.6 (d,2H).

後処理

  1. customThe solvent is evaporated
  2. washThe ether layer is washed with saturated aqueous sodium bicarbonate, water, brine
  3. customdried
  4. filtrationfiltered
  5. customevaporated
  6. customto get an amber oil which
  7. customis purified by chromatography

出典と根拠

ORDレコード
ord-3fbac1e2adce4b2abd6d8533df5e20ef
出典データセット
uspto-grants-1992_10
特許番号
US05153214

反応ノート

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