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Ho OH OH NaOEt 0 2,6-dihydroxy- NaOH, H2 OH Cromolyn sodium Cromolyn sodium, developed during the 1960s, has been used to prevent allergic reactions primarily affecting the lungs, as, for example, exercised-induced emphysema. It is thought to block the release of histamine, which prevents the sequence of events leading to swelling, itching, and constriction of bronchial tubes. Cromolyn sodium is synthesized in the above series of steps. I. Treatment of one mole of cpichlorohydrin with two moles of 2.6-dihydroxyacetophenone in the presence of base gives I 2. Treatment of I with two moles of diethvl oxalate in the presence of sodium ethoxide eives a diester II Arrow-pushing Instructions HO HO ·A H A H3C H3C O: O:

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HO less hyndered H o Ho 에 Ho 0 - 차, Ho0 O^t 2( Cリ aal CAldol condenserim Rea con) Oe+ ど OH 6+O

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