1-Bromo-4-(trimethoxymethyl)benzene → HCID 20075599, compound
Reaction equation
[OH:1][CH2:2][C:3]([CH2:8][OH:9])([CH2:6][CH3:7])[CH2:4][SH:5].CO[C:12](OC)(OC)[C:13]1[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][CH:14]=1>C(N(CC)CC)C>[Br:19][C:16]1[CH:17]=[CH:18][C:13]([C:12]23[S:5][CH2:4][C:3]([CH2:6][CH3:7])([CH2:8][O:9]2)[CH2:2][O:1]3)=[CH:14][CH:15]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
(iv)a) 2,2-Di-(hydroxymethyl)-butanethiol (0.5 g.), trimethyl 4-bromo-orthobenzoate 2 (1.0 g.) and triethylamine (0.1 ml.) were heated at 130°, under a current of nitrogen, for 45 minutes. The volatile components were removed in vacuo (2.00 mm.), at 140°. The residue was purified by chromatography on alumina (alumina Woelm TSC) eluting with 1:6 dichloromethane: hexane, saturated with ammonia. 1-(4-Bromophenyl)-4-ethyl-2,6-dioxa-7-thiabicyclo[2,2,2]octane was obtained as colourless crystals (80 mg.).