Acetic Acid → HCID 13953802, compound

HRID 2057410Notes

Reaction equation

HRID 2057410 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:10][CH2:9][CH2:8]C(C#N)(O[Si](C)(C)C)[C:6]=2[CH:18]=1.[C:19]([OH:22])(=[O:21])[CH3:20]>Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:10][CH2:9][CH2:8][CH:20]([C:19]([OH:22])=[O:21])[C:6]=2[CH:18]=1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 13014161HCID 13014161, compound

Product 1

HCID 13953802HCID 13953802, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Following the procedure of Example 2, 6-chloro-4-cyano-4-trimethylsilyloxy-3,4-dihydro-2H-1-benzothiopyran (5.8 g.) was reacted with stannous chloride dihydrate in glacial acetic acid (25 ml.) and concentrated hydrochloric acid (25 ml.). Recrystallization from benzene:cyclohexane gave 6-chloro-3,4-dihydro-2H-1-benzothiopyran-4-carboxylic acid (2.59 g.), m.p. 153°-154° C.

Workup

  1. customRecrystallization from benzene

Sources & evidence

ORD record
ord-70264cb28f734e479b25761a45b3c4f1
Source dataset
uspto-grants-1980_07
Patent number
US04210663

Reaction notes

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