Hydrochloric Acid → 3-But-2-ynyloxy-3-o-tolylazetidine hydrochloride

HRID 540432Notes

Reaction equation

HRID 540432 reaction equation
[CH2:1]([O:5][C:6]1([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[CH3:23])[CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7]1)[C:2]#[C:3][CH3:4].[ClH:24]>C(OCC)(=O)C>[ClH:24].[CH2:1]([O:5][C:6]1([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[CH3:23])[CH2:7][NH:8][CH2:9]1)[C:2]#[C:3][CH3:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66988177Tert-butyl 3-but-2-ynyloxy-3-o-tolylazetidine-1-carboxylate

Product 1

HCID 669881813-But-2-ynyloxy-3-o-tolylazetidine hydrochlorideYield 96%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2.8 g (9 mmol) of tert-butyl 3-but-2-ynyloxy-3-o-tolyl-azetidine-1-carboxylate are solubilised in 40 ml (120 mmol) of a 3M solution of hydrochloric acid in ethyl acetate. After stirring for 1 hour 30 minutes at ambient temperature, the reaction medium is concentrated under vacuum. 2.2 g of 3-but-2-ynyloxy-3-o-tolylazetidine hydrochloride are obtained in the form of a beige solid with a yield of 96%.

Workup

  1. concentrationthe reaction medium is concentrated under vacuum

Sources & evidence

ORD record
ord-7c13f75f38be46da8434ad48515ef8b6
Source dataset
uspto-grants-2014_10
Patent number
US08871187B2

Reaction notes

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