4-Benzylphenylacetamide → 3-Benzyl-1-cyanomethylbenzene

HRID 276150Notes

Reaction equation

C(C1C=CC(CC(N)=O)=CC=1)C1C=CC=CC=1.[CH2:18]([C:25]1[CH:26]=[C:27]([CH2:31][C:32]([NH2:34])=O)[CH:28]=[CH:29][CH:30]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[CH2:18]([C:25]1[CH:26]=[C:27]([CH2:31][C:32]#[N:34])[CH:28]=[CH:29][CH:30]=1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

Reactant 2

HCID 183170054-Benzylphenylacetamide

HCID 183170083-Benzylphenylacetamide

Product 1

HCID 183170103-Benzyl-1-cyanomethylbenzene

Procedure

The two cyanomethyl intermediates, prepared above, were converted via the H202 conditions of Example 2 to their corresponding crystalline amides: 4-benzylphenylacetamide (93%), melting at 183-84° C. and 3-benzylphenylacetamide (59%), melting at 136-37° C.

Workup

customThe two cyanomethyl intermediates, prepared above,

Sources & evidence

ORD record: ord-8c7af49f7cd6464dae35d0276a912c4c
Source dataset: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06353128B1

Reaction notes

Loading…