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Methyl chloroformate → HCID 15480950, 화합물

HRID 963539
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HRID 963539 반응식
[CH2:1]([O:8][CH2:9][C@@H:10]1[CH2:15][N:14]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C@H:13]([CH2:23][OH:24])[CH2:12][NH:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:26]([O:28][CH3:29])=[O:27].C(=O)([O-])[O-].[Na+].[Na+]>C(#N)C>[CH2:1]([O:8][CH2:9][C@@H:10]1[CH2:15][N:14]([CH2:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[C@H:13]([CH2:23][OH:24])[CH2:12][N:11]1[C:26]([O:28][CH3:29])=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6586Methyl chloroformateHCID 10340Sodium CarbonateHCID 15480949HCID 15480949, 화합물

생성물 1

HCID 15480950HCID 15480950, 화합물수율 77.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

A solution of 5 (1.67 g, 5.11 mmol) in acetonitrile (20 mL) was treated with a solution of methyl chloroformate (0.532 g, 5.63 mmol) in acetonitrile (10 mL) at 0° C. The mixture was stirred at ambient temperature for 30 min and then aqueous sodium carbonate solution (15 mL) was added. The organic solvent was removed, and the aqueous residue was extracted with chloroform (3×10 mL). The combined organic extracts were washed with aqueous sodium carbonate solution (10 mL), dried, and evaporated to give 6 (1.52 g. 77.3% yield) as an oil. 1H NMR (CDCl3) δ2.54 (dd, 2H, CH2), 2.45 (t, 1H, OH), 2.72 (dd, 2H, CH2), 3.51 (dd, 2H, CH2), 3.67 (dd, 2H, CH2), 3.69 (s, 3H, OMe), 3.81 (dd, 2H, CH2), 4.44 (dd, 2H, CH2 benzylic), 7.17-7.31 (10H, ArH).

후처리

  1. customThe organic solvent was removed
  2. extractionthe aqueous residue was extracted with chloroform (3×10 mL)
  3. washThe combined organic extracts were washed with aqueous sodium carbonate solution (10 mL)
  4. customdried
  5. customevaporated
  6. customto give 6 (1.52 g. 77.3% yield) as an oil

출처 및 근거

ORD 기록
ord-3eaec5f8d6cc4ad19b4bccb22f25aa67
출처 데이터셋
uspto-grants-1998_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05763445

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