1-Bromopentane → Tert-butyl (pentyloxy)carbamate

HRID 1258570노트

반응식

HRID 1258570 반응식
[OH:1][NH:2][C:3](=[O:9])[O:4][C:5]([CH3:8])([CH3:7])[CH3:6].Br[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].C1CCN2C(=NCCC2)CC1>CC#N>[C:5]([O:4][C:3](=[O:9])[NH:2][O:1][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])([CH3:8])([CH3:7])[CH3:6]

참가 물질

5

반응물 3

HCID 80571-BromopentaneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 97534tert-butyl N-hydroxycarbamate

생성물 1

HCID 86653126Tert-butyl (pentyloxy)carbamate수율 100.8%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Tert-butyl hydroxycarbamate (2.1 g, 15.77 mmol, 1 eq.) was dissolved in MeCN and bromopentane (2.73 g, 18.13 mmol, 1.15 eq.) was added followed by DBU (2.52 g, 16.56 mmol, 1.05 eq.). The reaction was stirred at room temperature for 12 h and quenched with 0.1N HCl, extracted with EtOAc, dried over MgSO4, and concentrated. The residue was purified by chromatography on silica gel to give tert-butyl(pentyloxy)carbamate (3.23 g, 91% yield) as a clear oil.

후처리

  1. customquenched with 0.1N HCl
  2. extractionextracted with EtOAc
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. customThe residue was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-ca8a533c5454482184dfe932440e6a85
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08466176B2

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