[ClH:1].[O:2]([CH2:9][CH:10]=[C:11]([CH3:13])[CH3:12])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[N:14]([O:16]CCCCC)=O>C(O)(=O)C>[Cl:1][C:11]([CH3:13])([CH:10]([N:14]=[O:16])[CH2:9][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)[CH3:12]Concentrated hydrochloric acid (7.8 ml) was added dropwise over 1 hour to a mixture of 1-(p-methoxy)phenoxy-3-methylbut-2-ene (VI; R = CH2OC6H4.OCH3, R1 = R2 = CH3) (12.0 g) and amyl nitrite (11.7 ml) in glacial acetic acid (15.6 ml) at 0°C (ice-salt bath). A white precipitate separated and this was filtered off and dried to give the nitrosochloride (V) (8.0 g, yield 50%) as colourless crystals, m.p. 137°.
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