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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1055359Generated: October 31, 2026

Trifluoroacetic acid → (S)-3-amino-2,3-dihydrobenzo[b][1,4]oxazepin-4(5H)-one trifluoroacetate

https://huagongshe.com/reaction/1055359

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(S)-tert-Butyl (4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-yl)carbamateHCID 18599719—
SolventDichloromethaneHCID 6344—
Product(S)-3-amino-2,3-dihydrobenzo[b][1,4]oxazepin-4(5H)-one trifluoroacetateHCID 69197641100%

Reaction Steps

To a solution of (S)-tert-butyl 4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-ylcarbamate (2 g, 7.19 mmol, Eq: 1.00) in DCM (16.7 mL) at 0° C. was added trifluoroacetic acid (TFA, 16.4 g, 10.7 mL, 144 mmol, Eq: 20.00). After 1 h the mixture was concentrated, and the residue was triturated with 5 mL of Et2O and 35 ml of pentane to give a gum. The solution was removed and this gummy residue material was dried to give the title compound (2.1 g) as a pink foam which was used without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394263B2
Source datasetuspto-grants-2016_07
ORD IDord-d247514ee171435a88c34547c51b8749
Source noteuspto-grants-2016_07