4,4'-Diethylbenzophenone → Ethyl 4-[3,3-bis-(p-tolyl)propionamido]benzoate

HRID 485245노트

반응식

HRID 485245 반응식
C(OP(CC(NC1C=CC(C(OCC)=O)=CC=1)=O)(OCC)=O)C.C(C1C=CC(C(C2C=CC(CC)=CC=2)=O)=CC=1)C.[C:42]1([CH3:71])[CH:47]=[CH:46][C:45]([C:48]([C:64]2[CH:69]=[CH:68][C:67]([CH3:70])=[CH:66][CH:65]=2)=[CH:49][C:50]([NH:52][C:53]2[CH:63]=[CH:62][C:56]([C:57]([O:59][CH2:60][CH3:61])=[O:58])=[CH:55][CH:54]=2)=[O:51])=[CH:44][CH:43]=1>>[C:42]1([CH3:71])[CH:43]=[CH:44][C:45]([CH:48]([C:64]2[CH:65]=[CH:66][C:67]([CH3:70])=[CH:68][CH:69]=2)[CH2:49][C:50]([NH:52][C:53]2[CH:63]=[CH:62][C:56]([C:57]([O:59][CH2:60][CH3:61])=[O:58])=[CH:55][CH:54]=2)=[O:51])=[CH:46][CH:47]=1

참가 물질

4

실험 절차

Certain of the compounds of this invention are prepared directly by the reaction of substituted diethyl phosphonoacetanilides with benzophenones. The requisite substituted diethyl phonsphonoacetanilides are prepared as follows. Treatment of bromoacetyl bromide with a substituted aniline yields a substituted bromoacetanilide. Reaction of the bromoacetanilide with triethylphosphite affords the substituted diethyl phosphonoacetanilide required for reaction with a benzophone. An example of this series of reactions is the acylation of ethyl 4-aminobenzoate to yield ethyl 4-bromoacet anilide followed by reaction with triethyl phosphite to yield ethyl 4-[(diethylphosphono)acetamido]benzoate. Reaction of this diethylphosphonoacetanilide with 4,4'-diethylbenzophenone then affords ethyl 4-[3,3-bis-(p-tolyl)acrylamido]benzoate directly. If the saturated analog is desired, catalytic hydrogenation of this ester may be used to obtain ethyl 4-[3,3-bis-(p-tolyl)propionamido]benzoate.

출처 및 근거

ORD 기록
ord-06ac7febf697470f80400742da9787d9
출처 데이터셋
uspto-grants-1985_08
특허 번호
US04536346

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