[4-(3,3-Dimethyl-but-1-ynyl)-phenyl]-carbamic acid tert-butyl ester → [4-(3,3-Dimethyl-butyl)-phenyl]-carbamic acid tert-butyl ester

HRID 1069185노트

반응식

HRID 1069185 반응식
[C:1]([O:5][C:6](=[O:20])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]#[C:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2]>[Pd].C1COCC1.CO>[C:1]([O:5][C:6](=[O:20])[NH:7][C:8]1[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[CH:12][CH:13]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 1

HCID 54041145[4-(3,3-Dimethyl-but-1-ynyl)-phenyl]-carbamic acid tert-butyl ester

생성물 1

HCID 53872103[4-(3,3-Dimethyl-butyl)-phenyl]-carbamic acid tert-butyl ester수율 94.2%

시약·촉매·용매 2

HCID 23938Palladium촉매2회HCID 21899815MeOH tetrahydrofuran용매

실험 절차

[4-(3,3-Dimethyl-but-1-ynyl)-phenyl]-carbamic acid tert-butyl ester (37b, 2.50 g, 9.15 mmol) was treated with 1:1 THF/MeOH (50 mL) and Pd/C (0.5 g, 10%), shaken for 15.8 hours under an atmosphere of H2 (51.4 psi). More Pd/C (0.5 g, 20%) was added and the reaction was stirred for an additional 1.13 hours, then filtered and concentrated. The crude material was chromatographed on silica gel eluting with 1:9 EtOAc/Hexane to give 2.39 g (94%) of the desired product.

후처리

  1. stirringthe reaction was stirred for an additional 1.13 hours
  2. filtrationfiltered
  3. concentrationconcentrated
  4. customThe crude material was chromatographed on silica gel eluting with 1:9 EtOAc/Hexane

출처 및 근거

ORD 기록
ord-2632df77fd1d42a08f7795cf60bdddb0
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06251919B1

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