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

HRID 606581

反応式

HRID 606581 の反応式
C1(P([C:14]2[CH:19]=[CH:18]C=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O.[OH:34][C:35]1[CH:36]=[CH:37][C:38]2[O:42][C:41]([C:43]([O:45][CH2:46][CH3:47])=[O:44])=[CH:40][C:39]=2[CH:48]=1.[C:49]([N:56]1CC[O:59][CH2:58][CH:57]1C(O)=O)([O:51][C:52]([CH3:55])([CH3:54])[CH3:53])=[O:50]>ClCCl>[C:49]([N:56]1[CH2:57][CH2:58][O:59][CH:19]([CH2:14][O:34][C:35]2[CH:36]=[CH:37][C:38]3[O:42][C:41]([C:43]([O:45][CH2:46][CH3:47])=[O:44])=[CH:40][C:39]=3[CH:48]=2)[CH2:18]1)([O:51][C:52]([CH3:53])([CH3:54])[CH3:55])=[O:50]

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 27601334-(tert-Butoxycarbonyl)morpholine-3-carboxylic acidHCID 22228632Ethyl 5-hydroxybenzofuran-2-carboxylate

生成物 1

HCID 67046596ethyl 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 (8.96 mmol) was suspended in anhydrous dichloromethane (20 ml) then diisopropyl azodicarboxylate (7.76 mmol) was added and the mixture was stirred for 15 minutes at room temperature. Then ethyl 5-hydroxybenzofuran carboxylate (5.97 mmol) was added over 5 minutes followed by the addition of 4-N-boc-3-morpholinecarboxylic acid (5.97 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 5-(4-Boc-morpholin-2-ylmethoxy)-benzofuran-2-carboxylate: m/z=406 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-7ebb8d9bffd14e4a8362df707733df37
出典データセット
uspto-grants-2011_03
特許番号
US07915300B2

関連ノート

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