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

HRID 323135

반응식

HRID 323135 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-2e09c12c1f6b4a26b67542010047bcc9
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06211242B1

연결된 노트

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