Hydrochloric Acid → HCID 66977029, compound

HRID 712235Notes

Reaction equation

HRID 712235 reaction equation
[CH:1]1([C:4]2([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:9][CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6][CH2:5]2)[CH2:3][CH2:2]1.O1CCOCC1.[ClH:28]>>[ClH:28].[CH:1]1([C:4]2([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]2)[CH2:2][CH2:3]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 66977049HCID 66977049, compound

Product 1

HCID 66977029HCID 66977029, compound

Procedure

1-tert-Butyl 4-ethyl 4-cyclopropylpiperidine-1,4-dicarboxylate (164 mg, 0.55 mmol) was stirred at rt in 4M Hydrogen chloride in dioxane (2 mL, 8 mmol) for 35 minutes. The volatiles were removed and the residue dried under high vacuum to afford the desired product as a crystalline solid (129 mg). 1H NMR (MeOD) δ 4.22 (q, J=7.1 Hz, 2H), 3.38 (dd, J=10.5, 2.7 Hz, 2H), 2.99-2.82 (m, 2H), 2.23 (dd, J=14.6, 2.2 Hz, 2H), 1.74 (td, J=14.3, 4.2 Hz, 2H), 1.29 (t, J=7.1 Hz, 3H), 1.11-0.96 (m, 1H), 0.50-0.43 (m, 2H), 0.43-0.36 (m, 2H).

Workup

  1. customThe volatiles were removed
  2. customthe residue dried under high vacuum

Sources & evidence

ORD record
ord-2300b557efd7480da321e0687e9056aa
Source dataset
uspto-grants-2015_11
Patent number
US09181234B2

Reaction notes

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