Hydrochloric Acid → 3-Cyclopropylmethoxy-3-o-tolylazetidine hydrochloride

HRID 530693Notes

Reaction equation

HRID 530693 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[CH3:23])[CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7]2)[CH2:3][CH2:2]1.[ClH:24]>C(OCC)(=O)C>[ClH:24].[CH:1]1([CH2:4][O:5][C:6]2([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[CH3:23])[CH2:7][NH:8][CH2:9]2)[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71152592Tert-butyl 3-cyclopropylmethoxy-3-o-tolylazetidine-1-carboxylate

Product 1

HCID 711523703-Cyclopropylmethoxy-3-o-tolylazetidine hydrochlorideYield 96%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2.8 g (9.0 mmol) of tert-butyl 3-cyclopropylmethoxy-3-o-tolylazetidine-1-carboxylate are placed in 40 ml of a 3M solution of hydrogen chloride in ethyl acetate and are stirred at room temperature for 1 hour 30 minutes. The reaction medium is concentrated under a stream of nitrogen and then taken up in a 50/50 heptane/ethyl acetate mixture and concentrated under vacuum. 2.2 g (96%) of 3-cyclopropylmethoxy-3-o-tolylazetidine hydrochloride are obtained in the form of a beige-coloured solid.

Workup

  1. concentrationThe reaction medium is concentrated under a stream of nitrogen
  2. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-2b0f1cb0d6cc48ca8e1b5adf9d2b025c
Source dataset
uspto-grants-2016_05
Patent number
US09353083B2

Reaction notes

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