Hydrochloric Acid → HCID 21304715, compound

HRID 2084960Notes

Reaction equation

HRID 2084960 reaction equation
[CH3:1][C:2]1([CH3:28])[S:7][CH2:6][CH2:5][N:4]([S:8]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]#[CH:20])=[CH:13][CH:12]=2)(=[O:10])=[O:9])[C@H:3]1[C:21]([O:23]C(C)(C)C)=[O:22].Cl>ClCCl>[CH3:1][C:2]1([CH3:28])[S:7][CH2:6][CH2:5][N:4]([S:8]([C:11]2[CH:12]=[CH:13][C:14]([O:17][CH2:18][C:19]#[CH:20])=[CH:15][CH:16]=2)(=[O:9])=[O:10])[C@H:3]1[C:21]([OH:23])=[O:22]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21304724HCID 21304724, compound

Product 1

HCID 21304715HCID 21304715, compoundYield 93.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Through a solution of 0.271 g (0.638 mmol) of tert-butyl(3S)-2,2-dimethyl-4-{[4-(2-propynyloxy)phenyl]sulfonyl}-3-thiomorpholinecarboxylate in 10 mL of dichloromethane was bubbled hydrogen chloride gas for 10 minutes. The reaction was then stoppered and let sit overnight at room temperature. The solvent was evaporated to give 0.221 g of (3S)-2,2-dimethyl-4-{[4-(2-propynyloxy)phenyl]sulfonyl}-3-thiomorpholine carboxylic acid as a white solid. Electrospray Mass Spec 368.2 (M−H)−.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-34875df0106d46a290e9eed04c7cc784
Source dataset
uspto-grants-2004_04
Patent number
US06716833B2

Reaction notes

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