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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 485421Generated: October 30, 2026

5-oxo-6H-benzo[b][1]benzothiepine-2-carboxylic acid → 10,11-Dihydro-11-hydroxydibenzo[b,f]thiepin-3-carboxylic Acid

https://huagongshe.com/reaction/485421

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-oxo-6H-benzo[b][1]benzothiepine-2-carboxylic acidHCID 827051—
ReactantSodium borohydrideHCID 4311764—
SolventSodium BicarbonateHCID 516892—
Product10,11-Dihydro-11-hydroxydibenzo[b,f]thiepin-3-carboxylic AcidHCID 1315185696.2%

Reaction Steps

16.3 G. 10,11-dihydro-11-oxodibenzo-[b,f]thiepin-3-carboxylic acid is stirred in aqueous sodium bicarbonate solution and 5 g. sodium borohydride is added in portions. The foaming mixture is stirred for an additional half hour. The solution is extracted with ether and the aqueous layer acidified with hydrochloric acid and the solid filtered and dried to yield 15.8 g. of the desired yellow solid (96.2% yield), m.p. 202°-204° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04536507
Source datasetuspto-grants-1985_08
ORD IDord-bd4a1abf95c9446891f8581486798769
Source noteuspto-grants-1985_08