3-Chloropropyl(diethyl)amine → 3-[4-(3-Diethylaminopropoxy)benzoyl]-2-(3,5-dimethylphenyl)benzofuran

HRID 268367Notes

Reaction equation

HRID 268367 reaction equation
CC1C=C(C2OC3C=CC=CC=3C=2)C=C(C)C=1.C1(C2OC3C=CC=CC=3C=2)C=CC=CC=1.[CH3:33][C:34]1[CH:35]=[C:36]([C:41]2[O:42][C:43]3[CH:59]=[CH:58][CH:57]=[CH:56][C:44]=3[C:45]=2[C:46](=[O:55])[C:47]2[CH:52]=[CH:51][C:50]([O:53][CH3:54])=[CH:49][CH:48]=2)[CH:37]=[C:38]([CH3:40])[CH:39]=1.[CH2:60]([N:62]([CH2:67][CH3:68])[CH2:63][CH2:64]CCl)[CH3:61]>>[CH2:60]([N:62]([CH2:67][CH3:68])[CH2:63][CH2:64][CH2:54][O:53][C:50]1[CH:49]=[CH:48][C:47]([C:46]([C:45]2[C:44]3[CH:56]=[CH:57][CH:58]=[CH:59][C:43]=3[O:42][C:41]=2[C:36]2[CH:35]=[C:34]([CH3:33])[CH:39]=[C:38]([CH3:40])[CH:37]=2)=[O:55])=[CH:52][CH:51]=1)[CH3:61]

Participants

5

Reactant 4

HCID 669183-Chloropropyl(diethyl)amineHCID 35179362-Phenyl-benzofuranHCID 123914472-(3,5-Dimethylphenyl)benzofuranHCID 214352952-(3,5-Dimethylphenyl)-3-(4-methoxybenzoyl)benzofuran

Product 1

HCID 214353323-[4-(3-Diethylaminopropoxy)benzoyl]-2-(3,5-dimethylphenyl)benzofuran

Procedure

Substitution of an equivalent amount of 2-(3,5-dimethylphenyl)benzofuran in the procedure of Example 2 for 2-phenylbenzofuran followed by demethylation of the 2-(3,5-dimethylphenyl)-3-(4-methoxybenzoyl)benzofuran thus formed and reaction of the resulting product with 3-diethylaminopropyl chloride as described therein gives the title compound.

Workup

  1. customthus formed

Sources & evidence

ORD record
ord-01803a060b4f42be9eb13120d9cc69a5
Source dataset
uspto-grants-1976_03
Patent number
US03947470

Reaction notes

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