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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1939379Generated: November 3, 2026

2-(Chloromethyl)naphthalene → HCID 53656600, compound

https://huagongshe.com/reaction/1939379

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Chloromethyl)naphthaleneHCID 75632—
ReactantPotassium BromideHCID 253877—
Reactant2-[2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]ethyl]-2H-1,4-benzoxazin-3(4H)-oneHCID 12048020—
ProductHCID 53656600HCID 53656600—

Reaction Steps

Prepared from 2-(2-tert-butyldimethylsiloxyethyl)-3,4-dihydro-3-oxo-2H-1,4-benzoxazine by Methods F and G, alkylating with 2-chloromethyl naphthalene, in 81% overall yield. the crude product was crystallized from ether/hexane to afford a white solid, mp 81°-87° C.; IR (KBr) 3459, 2940, 1665, 1500, 1403, 1277, 1242, 1066, 746 cm-1 ; 1H NMR (CDCl3) δ2.23-2.40 (m, 3H), 3.95 (t, J=5.4 Hz, 2H), 4.90 (dd, J=7.6, 5.6 Hz, 1H), 5.32 (ABq, JAB =16.1 Hz, 2H), 6.87-7.03 (m, 4H), 7.38 (d, J=8.5 Hz, 1H), 7.43-7.48 (m, 2H), 7.67 (s, 1H), 7.75-7.84 (m, 3H); MH+ at m/z=334; Anal. Calc'd for C21H19NO3 : C, 75.66; H, 5.74; N, 4.20. Found: C, 75.65; H, 5.71; N, 4.02.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05696117
Source datasetuspto-grants-1997_12
ORD IDord-f8f47b9d480e4f1899fc1621aaa6c9ad
Source noteuspto-grants-1997_12