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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1175789Generated: November 2, 2026

Dimethylformamide → HCID 23153963, compound

https://huagongshe.com/reaction/1175789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-MethoxybenzaldehydeHCID 31244—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactantmethyl 2-amino-4-isopropoxy-5-methoxybenzoateHCID 12016998—
SolventAcetic AcidHCID 176—
ProductHCID 23153963HCID 2315396399.3%

Reaction Steps

A mixture of methyl 2-amino-4-isopropoxy-5-methoxybenzoate (12.67 g), 4-methoxybenzaldehyde (7.90 g), N,N-dimethylformamide (150 ml) and acetic acid (3 ml) was stirred for 8 hours. After stirring, the sodium triacetoxyborohydride (13.4 g) was added thereto. The reaction mixture was stirred for 1 night. To the reaction mixture was added 4-methoxybenzaldehyde (1.98 g) and sodium triacetoxyborohydride (3.35 g) and stirred for 1 day. The reaction mixture was concentrated under reduced pressure until the amount was concentrated to a half, adjusted to pH 8˜9 by adding 5% sodium carbonate. Water was added thereto, the precipitated solid was collected by filtration, washed with water and dried to obtain the target compound (18.9 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842701B2
Source datasetuspto-grants-2010_11
ORD IDord-87c8a739e70b46b8b8f63476d6b171f5
Source noteuspto-grants-2010_11