2-Naphthalenecarboxylic acid, 1-hydroxy-, methyl ester → Methyl 1-(2-methoxy-ethoxy)-naphthalene-2-carboxylate
Reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[C:12]([O:14][CH3:15])=[O:13].[CH3:16][O:17][CH2:18][CH2:19]Br>>[CH3:16][O:17][CH2:18][CH2:19][O:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[C:12]([O:14][CH3:15])=[O:13]Participants
3
Procedure
By alkylating methyl 1-hydroxy-naphthalene-2-carboxylate analogously to Example 1(g) with 2-bromoethyl methyl ether there was obtained methyl 1-(2-methoxy-ethoxy)-naphthalene-2-carboxylate, which was subsequently converted analogously to Example 5(b)-(c) firstly into [1-(2-methoxy-ethoxy)-naphthalen-2-yl]-methanol and then into 2-chloromethyl-1-(2-methoxy-ethoxy)-naphthalene, which was finally obtained as a beige solid; MS: 250 (M)+.
Sources & evidence
- ORD record
- ord-3a13a8c264e540ac9b27d20b4e4fe34d
- Source dataset
- uspto-grants-2000_11
- Patent number
- US06150526
Reaction notes
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