Triphenylphosphine → Diphenylmethyl 2-{2-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yloxy]methyl}phenoxy}-pentanoate

HRID 1604692ノート

反応式

HRID 1604692 の反応式
[OH:1][CH2:2][C:3]1[CH:29]=[CH:28][CH:27]=[CH:26][C:4]=1[O:5][CH:6]([CH2:23][CH2:24][CH3:25])[C:7]([O:9][CH:10]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8].[C:30]([C:34]1[N:35]=[C:36]([C:39]2[O:40][C:41]3[CH:47]=[CH:46][C:45](O)=[CH:44][C:42]=3[CH:43]=2)[S:37][CH:38]=1)([CH3:33])([CH3:32])[CH3:31].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOC(/N=N/C(OCC)=O)=O>O1CCCC1>[C:30]([C:34]1[N:35]=[C:36]([C:39]2[O:40][C:41]3[CH:47]=[CH:46][C:45]([O:1][CH2:2][C:3]4[CH:29]=[CH:28][CH:27]=[CH:26][C:4]=4[O:5][CH:6]([CH2:23][CH2:24][CH3:25])[C:7]([O:9][CH:10]([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)[C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=4)=[O:8])=[CH:44][C:42]=3[CH:43]=2)[S:37][CH:38]=1)([CH3:33])([CH3:31])[CH3:32]

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 5462977Diethyl azodicarboxylateHCID 108586652-(4-Tert-butylthiazol-2-yl)-5-hydroxybenzofuranHCID 19603743HCID 19603743、化合物

生成物 1

HCID 19603769Diphenylmethyl 2-{2-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yloxy]methyl}phenoxy}-pentanoate収率 76.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of diphenylmethyl 2-[2-(hydroxymethyl)phenoxy]pentanoate (1.70 g), 2-(4-tert-butylthiazol-2-yl)-5-hydroxybenzofuran (2.43 g), and triphenylphosphine (2.44 g) in tetrahydrofuran (40 ml) was added a solution of diethylazodicarboxylate (1.44 g) in tetrahydrofuran (2 ml) under ice-cooling. The mixture was stirred at the same temperature for an hour and at room temperature for an hour. The mixture was concentrated under reduced pressure and the residue was subjected to a column of silica gel (100 g) eluting with a mixed solvent of toluene and n-hexane (7:3) to give diphenylmethyl 2-{2-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yloxy]methyl}phenoxy}pentanate (2.16 g).

後処理

  1. temperaturecooling
  2. concentrationThe mixture was concentrated under reduced pressure
  3. washeluting with a mixed solvent of toluene and n-hexane (7:3)

出典と根拠

ORDレコード
ord-c8c2b7bd378b4433ba230273e0f1771b
出典データセット
uspto-grants-1999_11
特許番号
US05994378

反応ノート

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