1,2-Dichloroethane → Methyl 7-phthalimido-3-methylenecepham-4-carboxylate 1-oxide

HRID 972225노트

반응식

HRID 972225 반응식
[CH3:1][C:2](=[CH2:27])[CH:3]([N:8]1[C:11](=[O:12])[CH:10]([N:13]2[C:17](=[O:18])[C:16]3=[CH:19][CH:20]=[CH:21][CH:22]=[C:15]3[C:14]2=[O:23])[CH:9]1[S:24]([OH:26])=O)[C:4]([O:6][CH3:7])=[O:5].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.ClCCCl.C(OCC)(=O)C>[Cl-].[Na+].O>[C:17]1(=[O:18])[N:13]([CH:10]2[C:11](=[O:12])[N:8]3[CH:3]([C:4]([O:6][CH3:7])=[O:5])[C:2](=[CH2:1])[CH2:27][S:24](=[O:26])[C@H:9]23)[C:14](=[O:23])[C:15]2=[CH:22][CH:21]=[CH:20][CH:19]=[C:16]12

참가 물질

6

반응물 4

HCID 111,2-DichloroethaneHCID 8857Ethyl AcetateHCID 14812Phosphorus oxide (P4O10)HCID 21314440Methyl 3-methyl-2-(2-sulfino-4-oxo-3-phthalimido-1-azetidinyl)-3-butenoate

생성물 1

HCID 69799987Methyl 7-phthalimido-3-methylenecepham-4-carboxylate 1-oxide

시약·촉매·용매 1

HCID 57417360Sodium chloride; water용매

실험 절차

A solution of 0.10 g. of methyl 3-methyl-2-(2-sulfino-4-oxo-3-phthalimido-1-azetidinyl)-3-butenoate and 0.04 g. of phosphorous pentoxide in 20 ml. of 1,2-dichloroethane was stirred at room temperature for 1 hour. A tlc of the reaction mixture indicated only trace amounts of the methylenecepham sulfoxide. The mixture was then refluxed for 30 minutes, cooled to room temperature, and combined with 25 ml. of ethyl acetate and 50 ml. of brine. The organic layer was separated, washed with aqueous sodium bicarbonate and brine and dried (MgSO4). Evaporation in vacuo to dryness provided 0.04 g. of the title product as a white froth.

후처리

  1. temperatureThe mixture was then refluxed for 30 minutes
  2. customThe organic layer was separated
  3. washwashed with aqueous sodium bicarbonate and brine
  4. dry with materialdried (MgSO4)
  5. customEvaporation in vacuo to dryness
  6. customprovided 0.04 g

출처 및 근거

ORD 기록
ord-f78088c1afc74d1cbe3c508151233b4d
출처 데이터셋
uspto-grants-1977_10
특허 번호
US04052387

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