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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2424265Generated: November 1, 2026

Bromoacetic Acid → HCID 23132008, compound

https://huagongshe.com/reaction/2424265

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromoacetic AcidHCID 6227—
Reactant4,8,8-Trimethyl-9-methylidenedecahydro-1,4-methanoazuleneHCID 289151—
ProductHCID 23132008HCID 23132008134.7%

Reaction Steps

In a 2 L four-necked flask, 1,000 g of longifolene (manufactured by Yasuhara Chemical Co., Ltd.) and 100 g of bromoacetic acid were placed and reacted at 170° C. for 18 hours. The reaction mixture was washed with a saturated aqueous sodium hydrogen carbonate solution and with water and then refined by distillation. Thereafter, the refined product was placed in a 2 L autoclave together with 18 g of a palladium-carbon hydrogenation catalyst and subjected to hydrogenation (hydrogen pressure: 6 MPa, reaction temperature: 100° C., reaction time: 2 hours). After completion of the reaction, the catalyst was removed by filtration. The filtrate was subjected to fractional distillation to obtain 200 g of the desired 4-isopropyl-1,7a-dimethyl-octahydro-1,4-methano-indene (Fluid 3). The results of the measurements of the properties and the traction coefficient are shown in Table 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964540B2
Source datasetuspto-grants-2011_06
ORD IDord-8cd2a16beb8945f4b223639c73c0728a
Source noteuspto-grants-2011_06