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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602790Generated: October 30, 2026

Ethyl Acetate → HCID 67267564, compound

https://huagongshe.com/reaction/602790

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
ReactantCarbonic acid, bis(1,1-dimethylethyl) esterHCID 10219638—
ReactantHCID 67266713HCID 67266713—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67267564HCID 6726756490%

Reaction Steps

To 1.2 g (2.52 mmol) of (RS,SR)-2-benzenesulfonyl-2-(6-bromo-2,3,4,9-tetrahydro-1H-carbazol-2-yl)-propionic acid methyl ester (from example 99) in 40 mL of THF were added 31 mg (0.25 mmol, 0.1 eq) of DMAP and 660 mg (3.02 mmol, 1.2 eq) of carbonic acid di-tert-butyl ester at 0° C. The reaction mixture was stirred at RT for 2 hours. EtOAc and a solution of aqueous NaHCO3 were added, the phases were separated, and the organic one was extracted with 1M KHSO4. The organic phases were dried over Na2SO4, filtered and evaporated. Column chromatography afforded 1.3 g (90%) of (RS,SR)-2-(-1-benzenesulfonyl-1-methoxycarbonyl-ethyl)-6-bromo-1,2,3,4-tetrahydro-carbazole-9-carboxylic acid tert-butyl ester as white solid, MS: 575 (M,1Br).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906546B2
Source datasetuspto-grants-2011_03
ORD IDord-6cd59af74ed645b8acb139ad49c60f63
Source noteuspto-grants-2011_03