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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2392926Generated: October 30, 2026

Methyl phenylacetate → HCID 53755322, compound

https://huagongshe.com/reaction/2392926

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl phenylacetateHCID 7559—
ReactantDiisopropylamineHCID 7912—
ReactantAmmonium ChlorideHCID 25517—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant5-(((Tert-butoxy)carbonyl)amino)pentanoic acidHCID 545848—
SolventTetrahydrofuranHCID 8028—
ProductHCID 53755322HCID 5375532295.7%

Reaction Steps

The target compound was prepared as a pale yellow oil in an amount 7.7 g at a yield of 95.7% in the same manner as in Example 1 except that 5.0 g (23 mmol) of 5-(N-t-butoxycarbonylamino)pentanoic acid instead of 5-(N-benzyloxycarbonylamino)pentanoic acid was dissolved in 25 ml of THF and 4.1 g (25.3 mmol) of CDI was added; 9.05 ml (69 mmol) of diisopropylamine and 25 ml of THF were added and 42 ml (69 mmol) of 1.63N BA solution was added dropwise; 10.4 g (69 mmol) of methyl phenylacetate was dissolved in 25 ml of THF; and 30 ml of saturated aqueous ammonium chloride solution was added to the reaction solution, the reaction was terminated, 50 g of 4N hydrochloric acid was added, and 100 ml of ethyl acetate was further added. The analytical results on the target compound are given below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05801271
Source datasetuspto-grants-1998_09
ORD IDord-4d6e633182d9449fbbbb96fa7e00f466
Source noteuspto-grants-1998_09