tert-Butanol → tert-Butyl (3-isobutylcyclobutyl)carbamate

HRID 1912101ノート

反応式

HRID 1912101 の反応式
[CH2:1]([CH:5]1[CH2:8][CH:7](C(O)=O)[CH2:6]1)[CH:2]([CH3:4])[CH3:3].[C:12]([OH:16])([CH3:15])([CH3:14])[CH3:13].C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:24])C=CC=CC=1.C([N:36]([CH2:39]C)CC)C>>[CH2:1]([CH:5]1[CH2:6][CH:7]([NH:36][C:39](=[O:24])[O:16][C:12]([CH3:15])([CH3:14])[CH3:13])[CH2:8]1)[CH:2]([CH3:3])[CH3:4]

参加物

5

反応物 4

HCID 6386tert-ButanolHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 83635449cis-3-Isobutylcyclobutane carboxylic acid

生成物 1

HCID 71135570tert-Butyl (3-isobutylcyclobutyl)carbamate

反応条件

温度
95 °C

実験手順

3-Isobutylcyclobutanecarboxylic acid (3.00 g) and tert-butanol (30 mL) were mixed. To the mixture were added triethylamine (4.28 mL) and diphenylphosphoryl azide (5.38 mL) at ice temperature. After stirring at 95° C. overnight, the reaction mixture was concentrated in vacuo. To the resultant residue was added ethyl acetate. The mixture was washed with water and brine, then dried over magnesium sulfate. The magnesium sulfate was filtered off and the filtrate was concentrated in vacuo. The resultant residue was purified by silica gel column chromatography (Eluent: ethyl acetate/hexane=1/40) to give the title compound (2.91 g).

後処理

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. additionTo the resultant residue was added ethyl acetate
  3. washThe mixture was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationThe magnesium sulfate was filtered off
  6. concentrationthe filtrate was concentrated in vacuo
  7. customThe resultant residue was purified by silica gel column chromatography (Eluent: ethyl acetate/hexane=1/40)

出典と根拠

ORDレコード
ord-38a14eaa31c44156ae991e30b708c2db
出典データセット
uspto-grants-2013_12
特許番号
US08604069B2

反応ノート

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