1,8-Diazabicyclo(5.4.0)undec-7-ene → 4-Methoxy-3-(4-methoxyphenyl)benzylazide

HRID 1072240노트

반응식

HRID 1072240 반응식
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7]O)=[CH:5][C:4]=1[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1.C1(P([N:33]=[N+:34]=[N-:35])(C2C=CC=CC=2)=O)C=CC=CC=1.N12CCCN=C1CCCCC2>C1COCC1>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][N:33]=[N+:34]=[N-:35])=[CH:5][C:4]=1[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1

참가 물질

5

반응물 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 199401P,P-Diphenylphosphinic azide2회HCID 688416394-Methoxy-3-(4-methoxyphenyl)benzyl alcohol

생성물 1

HCID 223912444-Methoxy-3-(4-methoxyphenyl)benzylazide수율 84.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 4-methoxy-3-(4-methoxyphenyl)benzyl alcohol (0.88 g, 3.59 mmol) and diphenylphosphoryl azide (1.18 g, 4.32 mmol) in anhydrous THF (15 mL) was cooled in an ice-bath prior to addition of 1,8-diazabicyclo[5.4.0]undec-7-ene (0.87 g, 5.76 mmol). The resulting mixture was then stirred at room temperature for 48 hours. More diphenylphosphoryl azide was added (1.4 mol, 0.39 g) and the mixture stirred for further 16 hours. The solvent was then evaporated, the residue taken into dichloromethane and washed with acid. The organic layer was separated and the solvent removed under reduced pressure to afford 0.82 g of title compound.

후처리

  1. stirringthe mixture stirred for further 16 hours
  2. customThe solvent was then evaporated
  3. washwashed with acid
  4. customThe organic layer was separated
  5. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-f7685e0beb974d5ba0c5942529e1d0f7
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06908935B2

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