Hydrochloric Acid → HCID 86706850, compound

HRID 1507967Notes

Reaction equation

HRID 1507967 reaction equation
[ClH:1].[CH:2]1([CH:5]([OH:16])[C@H:6]([NH:8]C(=O)OC(C)(C)C)[CH3:7])[CH2:4][CH2:3]1>C(Cl)Cl>[ClH:1].[NH2:8][C@H:6]([CH3:7])[CH:5]([CH:2]1[CH2:4][CH2:3]1)[OH:16]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68349504HCID 68349504, compound

Product 1

HCID 86706850HCID 86706850, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

HCl (4M in 1,4-dioxane) (15 mL, 60.0 mmol) was added in one portion to a solution of tert-butyl (2R)-1-cyclopropyl-1-hydroxypropan-2-ylcarbamate (745 mg, 3.46 mmol) in DCM (Volume: 10 mL). The reaction mixture was then allowed to stir at rt for 4 hrs before evaporating in vacuo. to give (2R)-2-amino-1-cyclopropylpropan-1-ol hydrochloride (525 mg, 3.46 mmol, 100% yield). 1H NMR (500 MHz, CD3OD) δ 3.78-3.72 (m, 1H), 3.25 (t, J=7.1 Hz, 3H), 3.05 (dd, J=8.3, 3.6 Hz, 1H), 2.87 (t, J=7.8 Hz, 2H), 1.39-1.32 (m, 3H), 0.89 (qt, J=8.1, 5.0 Hz, 1H), 0.67-0.51 (m, 2H), 0.46-0.32 (m, 2H).

Workup

  1. custombefore evaporating in vacuo

Sources & evidence

ORD record
ord-85c3bb3fdf534a4780636faf778cf42c
Source dataset
uspto-grants-2015_12
Patent number
US09221826B2

Reaction notes

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