2-Chlorobenzoxazole → Tert-butyl 2-(benzo[d]oxazol-2-ylamino)ethylcarbamate

HRID 447144ノート

反応式

HRID 447144 の反応式
Cl[C:2]1[O:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[C:11]([O:15][C:16](=[O:21])[NH:17][CH2:18][CH2:19][NH2:20])([CH3:14])([CH3:13])[CH3:12]>C(Cl)(Cl)Cl>[O:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=[C:2]1[NH:20][CH2:19][CH2:18][NH:17][C:16](=[O:21])[O:15][C:11]([CH3:13])([CH3:12])[CH3:14]

参加物

4

反応物 2

HCID 119862-ChlorobenzoxazoleHCID 187201N-BOC-ethylenediamine

生成物 1

HCID 47453718Tert-butyl 2-(benzo[d]oxazol-2-ylamino)ethylcarbamate

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

反応条件

温度
125 °C

実験手順

A mixture of 2-chlorobenzoxazole (0.6 mL, 5.16 mmol) and N-(2-aminoethyl) carbamic acid tert-butyl ester (2.4328 g, 15.18 mmol)) was stirred in a preheated oil bath at 125° C. for 5 h, then held at room temperature overnight. The solidified mixture was dissolved in chloroform (125 mL), washed with aqueous sodium bicarbonate (2×150 mL), then brine (1×150). The organic layer was dried over sodium sulfate, then filtered and concentrated in vacuo. The resulting residue was purified by flash column chromatography, eluting with 60% ethyl acetate in heptane to yield tert-butyl 2-(benzo[d]oxazol-2-ylamino)ethylcarbamate as a beige powder.

後処理

  1. waitheld at room temperature overnight
  2. washwashed with aqueous sodium bicarbonate (2×150 mL)
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe resulting residue was purified by flash column chromatography
  7. washeluting with 60% ethyl acetate in heptane

出典と根拠

ORDレコード
ord-6c940d0472ba490c9940a6b75fb13a00
出典データセット
uspto-grants-2013_07
特許番号
US08481547B2

反応ノート

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