Diethylamine → HCID 11779758、化合物

HRID 1494117ノート

反応式

HRID 1494117 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 hours. 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-c62d6b306306449789e8a7d4212c8fd7
出典データセット
uspto-grants-1991_06
特許番号
US05025025

反応ノート

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