Acetic Acid → 5-(Dimethyl)aminobenzo[b]furan

HRID 463756Notes

Reaction equation

HRID 463756 reaction equation
N[C:2]1[CH:10]=[CH:9][C:5]2[O:6][CH:7]=[CH:8][C:4]=2[CH:3]=1.C=O.[C:13]([BH3-])#[N:14].[Na+].[C:17](O)(=O)C>CC#N>[CH3:17][N:14]([CH3:13])[C:2]1[CH:10]=[CH:9][C:5]2[O:6][CH:7]=[CH:8][C:4]=2[CH:3]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 14771521-Benzofuran-5-amineHCID 5003444Sodium cyanoborohydride

Product 1

HCID 202650575-(Dimethyl)aminobenzo[b]furan

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a stirred solution of 5-aminobenzo[b]furan in CH3CN is added 37% aqueous formaldehyde followed by sodium cyanoborohydride and glacial acetic acid to give the title compound.

Sources & evidence

ORD record
ord-ead88befcd864447a158e6b20cf5f5fe
Source dataset
uspto-grants-1985_10
Patent number
US04544667

Reaction notes

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