Hydrochloric Acid → Ethyl 7-mercaptochromane-2-carboxylate

HRID 39038Notes

Reaction equation

HRID 39038 reaction equation
C([Si](C(C)C)(C(C)C)[S:5][C:6]1[CH:15]=[C:14]2[C:9]([CH2:10][CH2:11][CH:12]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[O:13]2)=[CH:8][CH:7]=1)(C)C.Cl>CCO>[SH:5][C:6]1[CH:15]=[C:14]2[C:9]([CH2:10][CH2:11][CH:12]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[O:13]2)=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66878159Ethyl 7-[(triisopropylsilyl)thio]chromane-2-carboxylate

Product 1

HCID 66878558Ethyl 7-mercaptochromane-2-carboxylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of ethyl 7-[(triisopropylsilyl)thio]chromane-2-carboxylate (5.6 g, 14.2 mmol) in EtOH (100 ml) was added concentrated HCl (4 ml) and the mixture was stirred at room temperature for 3 h. Evaporation to dryness gave the title compound. Yield: 3.4 g. MS m/z (rel. intensity, 70 eV) 238 (M+, 75), 165 (bp), 163 (56), 132 (50), 131 (43).

Workup

  1. customEvaporation to dryness

Sources & evidence

ORD record
ord-835eeba1804541ff8e9865b126b437b6
Source dataset
uspto-grants-2013_09
Patent number
US08524766B2

Reaction notes

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