Tributylphosphine → 4-[(Methoxymethoxy)methyl]-5-({4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]phenoxy}methyl)-2-phenyl-1,3-oxazole

HRID 2221803ノート

反応式

HRID 2221803 の反応式
[CH3:1][O:2][CH2:3][O:4][CH2:5][C:6]1[N:7]=[C:8]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[O:9][C:10]=1[CH:11]=[O:12].C(P(CCCC)CCCC)CCC.[CH3:32][C:33]1[O:37][C:36]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)=[N:35][C:34]=1[CH2:44][O:45][C:46]1[CH:51]=[CH:50][C:49](O)=[CH:48][CH:47]=1.N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O>O1CCCC1>[CH3:1][O:2][CH2:3][O:4][CH2:5][C:6]1[N:7]=[C:8]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[O:9][C:10]=1[CH2:11][O:12][C:49]1[CH:48]=[CH:47][C:46]([O:45][CH2:44][C:34]2[N:35]=[C:36]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[O:37][C:33]=2[CH3:32])=[CH:51][CH:50]=1

参加物

6

反応物 4

HCID 13831TributylphosphineHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 114592744-[(Methoxymethoxy)methyl]-2-phenyl-1,3-oxazole-5-carbaldehydeHCID 68884209HCID 68884209、化合物

生成物 1

HCID 692174854-[(Methoxymethoxy)methyl]-5-({4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]phenoxy}methyl)-2-phenyl-1,3-oxazole収率 57.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of 4-[(methoxymethoxy)methyl]-2-phenyl-1,3-oxazole-5-carbaldehyde (0.45 g), tributylphosphine (0.73 g), 4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]phenol (0.50 g) and tetrahydrofuran (50 mL) was added 1,1′-(azodicarbonyl)dipiperidine (0.91 g) at room temperature, and the mixture was stirred for 15 hrs. The precipitated crystals were removed by filtration and the filtrate was concentrated. The residue was subjected to silica gel column chromatography to give 4-[(methoxymethoxy)methyl]-5-({4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]phenoxy}methyl)-2-phenyl-1,3-oxazole as colorless crystals (0.52 g, yield 57%) from a fraction eluted with ethyl acetate-hexane (1:2, v/v). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 74-75° C.

後処理

  1. customThe precipitated crystals were removed by filtration
  2. concentrationthe filtrate was concentrated

出典と根拠

ORDレコード
ord-1a9aef730f4043bba91c1e97fde8e779
出典データセット
uspto-grants-2008_05
特許番号
US07368578B2

反応ノート

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