Ethyl 2-(dibenzylamino)acetate → 4-Phenyl-N,N-bis(phenylmethyl)-2H-1-benzopyran-2-methanamine

HRID 1659309Notes

Reaction equation

HRID 1659309 reaction equation
[CH2:1]([O:3][C:4](=O)[CH2:5][N:6]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH3:2].[C:22]1([Li])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[CH2:7]([N:6]([CH2:5][CH:4]1[CH:11]=[C:12]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:13]2[C:1](=[CH:2][CH:10]=[CH:9][CH:8]=2)[O:3]1)[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 3553452Ethyl 2-(dibenzylamino)acetateHCID 178506676HCID 178506676, compound

Product 1

HCID 860036894-Phenyl-N,N-bis(phenylmethyl)-2H-1-benzopyran-2-methanamine

Procedure

The process of Example 4 was repeated using N,N-dibenzylglycine ethyl ester in place of N,N-dimethylalanine ethyl ester in part (a), then following the precedure in part (b) and in part (c) using phenyl lithium in place of the 4-bromochlorobenzene/butyl lithium, to yield the title compound as an oil, after dehydration in dilute HCl as in part (d).

Sources & evidence

ORD record
ord-ff1ad44154244157b1e2e1f1471997f7
Source dataset
uspto-grants-1981_12
Patent number
US04303656

Reaction notes

Loading…