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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 882583Generated: November 1, 2026

1,2-Dichloroethane → HCID 66836374, compound

https://huagongshe.com/reaction/882583

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantTriethylamineHCID 8471—
ReactantTricyclo(3.3.1.1'3,7)dec-1-ylmethanolHCID 64556—
ReactantL-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-HCID 77857—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 66836374HCID 66836374—

Reaction Steps

To a solution of 500 mg (1.89 mmol) of N-Boc-L-phenylalanine in 25 ml of dichloromethane were added, at RT, 1192 mg (6.2 mmol) of EDC, 578 μl (4.1 mmol) of triethylamine, 345 mg (2.8 mmol) of DMAP and 345 mg (2.1 mmol) of 1-adamantylmethanol. The reaction mixture was stirred overnight, then diluted with 50 ml of dichloromethane, and was successively washed with 10% aqueous citric acid solution, water and saturated sodium chloride solution. The organic phase was dried over magnesium sulphate, then concentrated, and the residue was purified by preparative HPLC. 769 mg (90% of theory) of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08992932B2
Source datasetuspto-grants-2015_03
ORD IDord-0065df7051934ca1a6efd9ba146748b2
Source noteuspto-grants-2015_03