Diethylamine → HCID 11779758, 화합물

HRID 465575노트

반응식

HRID 465575 반응식
[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

참가 물질

5

반응물 3

HCID 8021DiethylamineHCID 122863-BromopyridineHCID 10353657HCID 10353657, 화합물

생성물 1

HCID 11779758HCID 11779758, 화합물

시약·촉매·용매 1

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

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-3fbac1e2adce4b2abd6d8533df5e20ef
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05153214

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