Pyridoxine Hydrochloride → 2-Methyl-3-hydroxy-4,5-di(z,z,z-octadeca-6,9,12-trienoyloxy)methyl pyridine

HRID 28310

反応式

HRID 28310 の反応式
[C:1](Cl)(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5]/[CH:6]=[CH:7]\[CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[CH3:21][C:22]1[N:27]=[CH:26][C:25]([CH2:28][OH:29])=[C:24]([CH2:30][OH:31])[C:23]=1[OH:32].Cl.C(N([CH2:39][CH3:40])CC)C>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:21][C:22]1[C:23]([OH:32])=[C:24]([CH2:30][O:31][C:1](=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5]/[CH:6]=[CH:7]\[CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:25]([CH2:28][O:29][C:1](=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5]/[CH:6]=[CH:7]\[CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:39][CH3:40])=[CH:26][N:27]=1

参加物

6

反応物 3

HCID 6019Pyridoxine HydrochlorideHCID 8471TriethylamineHCID 11770936gamma-Linolenoyl Chloride

生成物 1

HCID 867589572-Methyl-3-hydroxy-4,5-di(z,z,z-octadeca-6,9,12-trienoyloxy)methyl pyridine

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of z,z,z-octadeca-6,9,12-trienoyl chloride (650 mg, 2.2 mmol) in methylene chloride (10 ml) was added slowly dropwise to a mixture of pyridoxine hydrochloride (206 mg, 1 mmol), triethylamine (0.7 ml, 5 mmol) and 4-(N,N-dimethylamino)pyridine (few mg, catalytic amount) in methylene chloride (20 ml) at 0° C.l under nitrogen. On completion, as indicated by tic, (4 h) the mixture was concentrated and purified by flash chromatography (ethyl acetate/hexane), yielding 2-methyl-3-hydroxy-4,5-di(z,z,z-octadeca-6,9,12-trienoyloxy)methyl pyridine as a colourless oil.

後処理

  1. custom(4 h)
  2. concentrationwas concentrated
  3. custompurified by flash chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-d1c6f74cfcc741e9aa422a0f3718440b
出典データセット
uspto-grants-2008_09
特許番号
USRE040480E1

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