Methyl propionate → HCID 52046095, 화합물

HRID 1907767노트

반응식

HRID 1907767 반응식
I[CH2:2][C:3]1[CH:11]=[CH:10][C:6]2[O:7][CH2:8][O:9][C:5]=2[CH:4]=1.[N-:12]=[N+:13]=[N-:14].[Na+].[O:16]=[C:17]1[O:23][C@H:22]([C@H](CO)O)[C:20]([O-])=[C:18]1O.[Na+].C(OC)(=O)CC>CS(C)=O.[O-]S([O-])(=O)=O.[Cu+2].O>[O:7]1[C:6]2[CH:10]=[CH:11][C:3]([CH2:2][N:12]3[CH:20]=[C:18]([C:17]([O:23][CH3:22])=[O:16])[N:14]=[N:13]3)=[CH:4][C:5]=2[O:9][CH2:8]1

참가 물질

8

반응물 4

HCID 11124Methyl propionateHCID 33557Sodium AzideHCID 11086556157766-09-1HCID 23667548Sodium Ascorbate

생성물 1

HCID 52046095HCID 52046095, 화합물수율 611.8%

시약·촉매·용매 3

HCID 24462Copper Sulfate촉매HCID 679Dimethyl Sulfoxide용매HCID 962Water용매2회

실험 절차

Compound 419 (1.72 g, 6.57 mmo) was dissolved in a 0.5 M solution of sodium azide 13.1 mL, 6.57 mmol) in DMSO (2 mL), stirred at room temperature overnight and quenched by pouring into a saturated solution of sodium thiosulfate. The compound was extracted with AcOEt, washed with brine, dried over MgSO4 and filtered to give a yellow solution. Water (2.5 mL) was then added followed by solid sodium ascorbate (130 mg, 0.657 mmol), methyl propionate (553 mg, 0.657 mmol) and 1M aq. CuSO4 solution (0.2 mL) to give a yellow solution. The reaction mixture was stirred overnight at room temperature to give a mustard-colored suspension. Water was added until a suspension formed, filtered, washed with water, and dried to generate the title compound 420 (1.05 g, 63% yield) as a mustard-colored solid.

후처리

  1. customquenched
  2. additionby pouring into a saturated solution of sodium thiosulfate
  3. extractionThe compound was extracted with AcOEt
  4. washwashed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customto give a yellow solution
  8. customto give a yellow solution
  9. stirringThe reaction mixture was stirred overnight at room temperature
  10. customto give a mustard-colored suspension
  11. customformed
  12. filtrationfiltered
  13. washwashed with water
  14. customdried

출처 및 근거

ORD 기록
ord-92dd77cdcd2e4fbaba8f0b004b2028e6
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598168B2

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