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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222650Generated: October 30, 2026

Trifluoroacetic acid → 4-(2,3,4,5-Tetrahydro-1H-benzo[d]azepin-7-yloxymethyl)-benzoic acid methyl ester

https://huagongshe.com/reaction/222650

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant7-(4-Methoxycarbonyl-benzyloxy)-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl esterHCID 59257920—
SolventDichloromethaneHCID 6344—
Product4-(2,3,4,5-Tetrahydro-1H-benzo[d]azepin-7-yloxymethyl)-benzoic acid methyl esterHCID 59257919—

Reaction Steps

7-(4-Methoxycarbonyl-benzyloxy)-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl ester (D3) (6.35 g) was dissolved in dichloromethane (30 ml) and treated with trifluoroacetic acid (30 ml). The solution was stirred at room temperature for 2 hours, concentrated in vacuo and then twice co-evaporated with dichloromethane. The residue was dissolved in dichloromethane and washed with 10% aqueous sodium hydroxide, water and brine. The organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo to afford the title compound (D4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207331B2
Source datasetuspto-grants-2012_06
ORD IDord-8136ef0015e448bf8446edc9d2c42224
Source noteuspto-grants-2012_06