1-Bromopentane → Tert-butyl (pentyloxy)carbamate

HRID 1258570ノート

反応式

HRID 1258570 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 86653126Tert-butyl (pentyloxy)carbamate収率 100.8%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ca8a533c5454482184dfe932440e6a85
出典データセット
uspto-grants-2013_06
特許番号
US08466176B2

反応ノート

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