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

HRID 606581

반응식

HRID 606581 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

HCID 67046596ethyl 5-(4-Boc-morpholin-2-ylmethoxy)-benzofuran-2-carboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-7ebb8d9bffd14e4a8362df707733df37
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915300B2

연결된 노트

불러오는 중…