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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 416954Generated: October 31, 2026

Triethylamine → HCID 86627975, compound

https://huagongshe.com/reaction/416954

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBromomethyl methyl etherHCID 83093—
SolventHexaneHCID 8058—
ProductHCID 86627975HCID 8662797585%

Reaction Steps

77 g (0.6 moles) of bromomethylmethyl ether (a reagent available from Tokyo Chemical Industry Co., Ltd.) was added dropwise in 51 g (0.5 moles) of triethylamine (a reagent available from Tokyo Chemical Industry Co., Ltd.), and the mixture was allowed to react at 60 to 70° C. for 6 hours. After completion of the reaction, hexane was added for crystallization, thereby obtaining 96 g (percent yield: 85%) of a crystal of triethyl(methoxymethyl)ammonium bromide. 52 g (0.18 moles) of lithium bis(trifluoromethylsulfonyl)imide (a reagent available from Kanto Chemical Co., Inc.) was added to 34 g (0.15 moles) of this triethyl(methoxymethyl)ammonium bromide, and the mixture was allowed to react in an aqueous system. Subsequently, the reaction mixture was stirred for aging at room temperature for 3 hours. After completion of stirring, a lower layer (product) was separated. The separated product was washed with pure water four times and then washed with hexane four times. After completion of washing, the product was dried in vacuo at 100° C. and at a degree of vacuum of 0.5 kPa for 5 hours. Confirmation of the thus obtained product was carried out by means of 1H-NMR, 13C-NMR and 19F-NMR. A yield of the product (colorless transparent liquid) was 59 g (percent yield: 93%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088995B2
Source datasetuspto-grants-2012_01
ORD IDord-5bf5f89af09f45e8a98b1f000b928a02
Source noteuspto-grants-2012_01