Triphenylphosphine → ethyl 3-methyl-5-(4-Boc-morpholin-2-ylmethoxy)-benzofuran-2-carboxylate

HRID 606583

反応式

HRID 606583 の反応式
[C:1]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O.[CH3:34][C:35]1[C:39]2[CH:40]=[C:41]([OH:44])[CH:42]=[CH:43][C:38]=2[O:37][C:36]=1[C:45]([O:47][CH2:48][CH3:49])=[O:46].[C:50]([N:57]1[CH2:62][CH2:61][O:60][CH2:59][CH:58]1C(O)=O)([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51]>ClCCl>[CH3:34][C:35]1[C:39]2[CH:40]=[C:41]([O:44][CH2:1][CH:59]3[O:60][CH2:61][CH2:62][N:57]([C:50]([O:52][C:53]([CH3:54])([CH3:55])[CH3:56])=[O:51])[CH2:58]3)[CH:42]=[CH:43][C:38]=2[O:37][C:36]=1[C:45]([O:47][CH2:48][CH3:49])=[O:46]

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 27601334-(tert-Butoxycarbonyl)morpholine-3-carboxylic acidHCID 42883413Ethyl 5-hydroxy-3-methyl-1-benzofuran-2-carboxylate

生成物 1

HCID 67046655ethyl 3-methyl-5-(4-Boc-morpholin-2-ylmethoxy)-benzofuran-2-carboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Triphenyl phosphine polymer bound (1.37 mmol) was suspended in anhydrous dichloromethane (10 ml) then diisopropyl azodicarboxylate (1.18 mmol) was added and the mixture was stirred for 15 minutes at room temperature. Then ethyl 3-methyl-5-hydroxybenzofuran carboxylate (0.91 mmol) was added over 5 minutes followed by the addition of 4-N-boc-3-morpholinecarboxylic acid (0.91 mmol) over 5 minutes too. The mixture was stirred at room temperature over night. The solvent was evaporated under vacuo and the residue purified by flash chromatography to obtain ethyl 3-methyl-5-(4-Boc-morpholin-2-ylmethoxy)-benzofuran-2-carboxylate: m/z=419 in MS ES+, as clear oil.

後処理

  1. stirringThe mixture was stirred at room temperature over night
  2. customThe solvent was evaporated under vacuo
  3. customthe residue purified by flash chromatography

出典と根拠

ORDレコード
ord-520abe56c59b4536864cbe3c2f122d97
出典データセット
uspto-grants-2011_03
特許番号
US07915300B2

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