Triphenylphosphine → 2-[(N,N-Dimethylamino)methyl]-6-[4-[(4-methoxybenzyl)oxy]benzyloxy]tetralin

HRID 1242879

반응식

HRID 1242879 반응식
N(C(OCC)=O)=NC(OCC)=O.[CH3:13][N:14]([CH2:16][CH:17]1[CH2:26][CH2:25][C:24]2[C:19](=[CH:20][CH:21]=[C:22]([OH:27])[CH:23]=2)[CH2:18]1)[CH3:15].[CH3:28][O:29][C:30]1[CH:45]=[CH:44][C:33]([CH2:34][O:35][C:36]2[CH:43]=[CH:42][C:39]([CH2:40]O)=[CH:38][CH:37]=2)=[CH:32][CH:31]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[CH3:15][N:14]([CH2:16][CH:17]1[CH2:26][CH2:25][C:24]2[C:19](=[CH:20][CH:21]=[C:22]([O:27][CH2:40][C:39]3[CH:42]=[CH:43][C:36]([O:35][CH2:34][C:33]4[CH:32]=[CH:31][C:30]([O:29][CH3:28])=[CH:45][CH:44]=4)=[CH:37][CH:38]=3)[CH:23]=2)[CH2:18]1)[CH3:13]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 126484214-[(4-Methoxyphenyl)methoxy]benzenemethanolHCID 219397642-(N,N-Dimethylamino)methyl-6-hydroxytetralin

생성물 1

HCID 219400532-[(N,N-Dimethylamino)methyl]-6-[4-[(4-methoxybenzyl)oxy]benzyloxy]tetralin수율 41.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Diethyl azodicarboxylate (40% toluene solution, 1.91 g) was added dropwise to THF solution (6 ml) of 2-[(N,N-dimethylamino)methyl]-6-hydroxytetralin (300 mg), 4-[(4-methoxybenzyl)oxy]benzylalcohol (1.07 g) and triphenylphosphine (1.15 g) at room temperature, which was stirred for 12 hours. The reaction mixture was concentrated, and the residue was purified using alumina column chromatography (development solvent; hexane˜hexane:ethyl acetate=10:1), and recrystallized (ethyl acetate-hexane) to give the titled compound (260 mg).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified
  3. customrecrystallized (ethyl acetate-hexane)

출처 및 근거

ORD 기록
ord-037b1f8e563c4a369842696cc76cff45
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07115750B1

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