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Potassium Carbonate → Tert-butyl 2-ethynyl-6-methoxyphenylcarbamate

HRID 1095692
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HRID 1095692 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]#[C:10][Si](C)(C)C)[C:4]=1[NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19].C([O-])([O-])=O.[K+].[K+]>CO>[C:9]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[C:4]=1[NH:15][C:16](=[O:22])[O:17][C:18]([CH3:20])([CH3:19])[CH3:21])#[CH:10]
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참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 10829462Tert-butyl 2-methoxy-6-((trimethylsilyl)ethynyl)phenylcarbamate

생성물 1

HCID 86638604Tert-butyl 2-ethynyl-6-methoxyphenylcarbamate수율 62%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To tert-butyl 2-methoxy-6-((trimethylsilyl)ethynyl)phenylcarbamate (4.21 g, 13.2 mmol) in MeOH (30 mL) was added K2CO3 (9.11 g, 65.9 mmol). The reaction was stirred for 30 minutes, then filtered and washed with DCM (50 mL). The combined organic layers were concentrated and diluted with DCM (20 mL), filtered, washed a second time with DCM (50 mL), then concentrated. The residue was purified by flash chromatography through a pad of silica gel with 10:1 Hexane/EtOAc (500 mL), affording the desired product (62%).

후처리

  1. filtrationfiltered
  2. washwashed with DCM (50 mL)
  3. concentrationThe combined organic layers were concentrated
  4. additiondiluted with DCM (20 mL)
  5. filtrationfiltered
  6. washwashed a second time with DCM (50 mL)
  7. concentrationconcentrated
  8. customThe residue was purified by flash chromatography through a pad of silica gel with 10:1 Hexane/EtOAc (500 mL)

출처 및 근거

ORD 기록
ord-6895bced2787464cb18398dad8c1202a
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08138181B2

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