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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 894464Generated: October 30, 2026

Sodium Bicarbonate → (5S)-8-Chloro-2,3,4,5-tetrahydro-3-methyl-5-phenyl-1H-3-benzazepin-7-ol

https://huagongshe.com/reaction/894464

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 12928524HCID 12928524—
SolventHydrogen BromideHCID 260—
SolventWaterHCID 962—
Product(5S)-8-Chloro-2,3,4,5-tetrahydro-3-methyl-5-phenyl-1H-3-benzazepin-7-olHCID 6603800—

Reaction Steps

Heat and stir a mixture of 0.850 g (0.0028 moles) of the product of step D in 12 ml of 48% hydrobromic acid at 100° C. for 16 hours. Dilute with 75 ml of water and heat on a steam bath to dissolve. Adjust to about pH 8 with solid sodium bicarbonate, filter, and wash the resulting precipitate with water. Recrystallize from ethanol to obtain analytically pure (S)-7-chloro-8-hydroxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine, m.p. 188°-189° C. [α]D26 =+44.8° (c=1, dimethylformamide).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04284555
Source datasetuspto-grants-1981_08
ORD IDord-d14dc9993e4f4300b06ae1f1669138dc
Source noteuspto-grants-1981_08