Acetic Acid → Hydrochloric Acid

HRID 2057409Notes

Reaction equation

HRID 2057409 reaction equation
[Cl:1][C:2]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:5]2[O:6][CH2:7][CH2:8]C(C#N)(O[Si](C)(C)C)[C:4]=2[CH:3]=1.[C:23]([OH:26])(=[O:25])[CH3:24]>>[ClH:1].[Cl:1][C:2]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:5]2[O:6][CH2:7][CH2:8][CH:24]([C:23]([OH:26])=[O:25])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 20332237HCID 20332237, compound

Product 2

HCID 313Hydrochloric AcidHCID 13953804HCID 13953804, compound

Procedure

Following the procedure of Example 2, 6-chloro-4-cyano-4-trimethylsilyloxy-3,4-dihydro-2H-naphtho[1,2-b]pyran (0.52 g.), stannous chloride dihydrate (1.94 g.) were reacted in glacial acetic acid (5 ml.) and concentrated hydrochloric acid (5 ml.) to form 6-chloro-3,4-dihydro-2H-naphtho[1,2-b]pyran-4-carboxylic acid. Recrystallization from ethyl acetate-hexane yielded 0.23 g. of product, m.p. 141°-142° C.

Sources & evidence

ORD record
ord-20c91d9a38314b4091686e0e1098378d
Source dataset
uspto-grants-1980_07
Patent number
US04210663

Reaction notes

Loading…