2-Bromomethylnaphthalene → HCID 19799303, compound

HRID 2081177Notes

Reaction equation

HRID 2081177 reaction equation
[Na].[C:2]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])(=[O:6])[CH2:3][CH2:4][CH3:5].[CH:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][C:14]=1[CH2:23]Br>C(O)C.C1COCC1>[CH2:11]([O:10][C:8](=[O:9])[CH:7]([C:2](=[O:6])[CH2:3][CH2:4][CH3:5])[CH2:23][C:14]1[CH:15]=[CH:16][C:17]2[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:13]=1)[CH3:12]

Participants

5

Reactant 3

HCID 703202-BromomethylnaphthaleneHCID 238498Ethyl 3-oxohexanoateHCID 5360545Sodium

Product 1

HCID 19799303HCID 19799303, compound

Reagents, catalysts & solvents 1

HCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

Ethyl-α-(2-naphthalenylmethyl)-butyrylacetate was prepared following the procedure of Example 2 from 2.18 g of sodium, 15 g of ethyl butyrylacetate and 21 g of 2-naphthalenylmethyl bromide in 300 mL ethanol-THF (10:1). The crude product was purified by removal of excess starting β-keto ester using a kugelrohr apparatus (oven ≤100° C./0.50 mm).

Workup

  1. customThe crude product was purified by removal of excess starting β-keto ester using a kugelrohr apparatus (oven ≤100° C./0.50 mm)

Sources & evidence

ORD record
ord-262a205ba0e545c39cbf3e2eb14f25e9
Source dataset
uspto-grants-1993_02
Patent number
US05183825

Reaction notes

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