HCID 86697479, compound → HCID 4519530, compound

HRID 874059Notes

Reaction equation

HRID 874059 reaction equation
[CH2:1]([S:10][CH2:11][C:12]([O:14]C)=[O:13])[CH2:2][CH2:3][S:4][CH2:5][C:6]([O:8]C)=[O:7]>Cl>[CH2:3]([S:4][CH2:5][C:6]([OH:8])=[O:7])[CH2:2][CH2:1][S:10][CH2:11][C:12]([OH:14])=[O:13]

Participants

3

Reactant 1

HCID 86697479HCID 86697479, compound

Product 1

HCID 4519530HCID 4519530, compoundYield 72.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Dimethyl 2,2′-(propane-1,3-diylbis(sulfanediyl))diacetate (11.3 g, 44.9 mmol) was heated to reflux for two hours in 2 N HCl (50 mL). Upon completion, the reaction mixture was cooled to room temperature. The reaction mixture was concentrated to dryness under reduced pressure to give 7.29 g of Compound 10 as an off-white solid (32.5 mmol, 72.4%). 1H NMR (400 MHz, CD2Cl2) δ 11.45 (s, 2H), 3.28 (s, 4H), 2.82-2.69 (m, 4H), 1.92 (p, J=7.2 Hz, 2H). 13C NMR (101 MHz, CD2Cl2) δ 177.36, 33.93, 31.90, 28.63.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-a4f526904c1a4b82aaa16c67aafedf74
Source dataset
uspto-grants-2015_03
Patent number
US08980077B2

Reaction notes

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