Formaldehyde → HCID 53783994, 화합물

HRID 2413704노트

반응식

HRID 2413704 반응식
[CH2:1]=O.[O:3]=[C:4]1[NH:7][C@H:6]([C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])[CH2:5]1.[C:18](=[O:21])([OH:20])[O-:19].[Na+]>C(O)=O>[OH:19][CH2:18][N:7]1[C:4](=[O:3])[CH2:5][C@H:6]1[C:8]([O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:9].[CH:18]([O:20][CH2:1][N:7]1[C:4](=[O:3])[CH2:5][C@H:6]1[C:8]([O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:9])=[O:21]

참가 물질

6

반응물 3

HCID 712FormaldehydeHCID 516892Sodium BicarbonateHCID 717310Benzyl (2S)-4-oxoazetidine-2-carboxylate

생성물 2

HCID 53783994HCID 53783994, 화합물HCID 54137886HCID 54137886, 화합물

시약·촉매·용매 1

HCID 284Formic Acid용매

실험 절차

To a mixture of 10 ml of formic acid and 20 ml of formalin was added 3 g of (S)-benzyl 4-oxo-2-azetidine-carboxylate (14). The resulting mixture was kept at 50° C. for 15 minutes. After cooling, the mixture was made alkaline with a saturated sodium bicarbonate aqueous solution and extracted twice with 50 ml of ether. The ethereal extracts were washed with a saturated sodium chloride aqueous solution and then dried. The solvent was removed by distillation under reduced pressure and the residue thus obtained was purified by column chromatography using silica gel. Thus, 970 mg of (S)-benzyl 1-hydroxymethyl-4-oxo-2-azetidinecarboxylate (15) and 1.78 g of (S)-benzyl 1-formyloxymethyl-4-oxo-2-azetidinecarboxylate (16) were obtained.

후처리

  1. temperatureAfter cooling
  2. extractionextracted twice with 50 ml of ether
  3. washThe ethereal extracts were washed with a saturated sodium chloride aqueous solution
  4. customdried
  5. customThe solvent was removed by distillation under reduced pressure
  6. customthe residue thus obtained
  7. customwas purified by column chromatography

출처 및 근거

ORD 기록
ord-36ab6e7adf9c4bbeade3b2ad4b89af76
출처 데이터셋
uspto-grants-1988_01
특허 번호
US04719207

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