tert-Butanol → 2-benzyloxy-4-chloro-N-tert-butoxycarbonylaniline

HRID 323135

反応式

HRID 323135 の反応式
[CH2:1]([O:8][C:9]1[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:10]=1C(O)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:26])C=CC=CC=1.C([N:38]([CH2:41]C)CC)C.[C:43]([OH:47])([CH3:46])([CH3:45])[CH3:44]>C1C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:10]=1[NH:38][C:41]([O:47][C:43]([CH3:46])([CH3:45])[CH3:44])=[O:26])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 6386tert-ButanolHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 224521542-(Benzyloxy)-4-chlorobenzoic acid

生成物 1

HCID 220109632-benzyloxy-4-chloro-N-tert-butoxycarbonylaniline

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

2-Benzyloxy-4-chlorobenzoic acid (3.0 g) was heated under reflux in a mixture of benzene and t-butyl alcohol. Diphenylphosphoryl azide (3.14 g) and triethylamine (1.21 g) were added in one batch to the mixture and reflux was continued for a further 8 hours. Benzene was removed under reduced pressure and the residue taken up in ethyl acetate. An insoluble white solid was removed by filtration. The remaining organic filtrate was washed successively with diluted hydrochloric acid, water, saturated aqueous sodium hydrogen carbonate and brine. The organic layer was dried over magnesium sulfate and the solvent was evaporated to give 2-benzyloxy-4-chloro-N-tert-butoxycarbonylaniline (1.6 g).

後処理

  1. temperaturereflux
  2. customBenzene was removed under reduced pressure
  3. customAn insoluble white solid was removed by filtration
  4. washThe remaining organic filtrate was washed successively with diluted hydrochloric acid, water, saturated aqueous sodium hydrogen carbonate and brine
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-2e09c12c1f6b4a26b67542010047bcc9
出典データセット
uspto-grants-2001_04
特許番号
US06211242B1

関連ノート

読み込み中…