Hydrochloric Acid → HCID 86731708, compound

HRID 1504828Notes

Reaction equation

HRID 1504828 reaction equation
[CH2:1]([O:3][CH2:4][CH:5]([NH:18]C(=O)OC(C)(C)C)[CH2:6][NH:7][C:8](=[O:17])[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH3:2].Cl>>[NH2:18][CH:5]([CH2:4][O:3][CH2:1][CH3:2])[CH2:6][NH:7][C:8](=[O:17])[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86731707HCID 86731707, compound

Product 1

HCID 86731708HCID 86731708, compound

Procedure

A mixture of benzyl tert-butyl (3-ethoxypropane-1,2-diyl)biscarbamate (3.0 g, 8.5 mmol) in hydrochloric acid (4.0 M in methanol, 20 mL, 80 mmol) was stirred at ambient temperature. After 2 hours, the reaction mixture was concentrated under reduced pressure to give benzyl (2-amino-3-ethoxypropyl)carbamate. MS ESI calc'd. for C13H21N2O3 [M+H]+ 253. found 253. 1H NMR (400 MHz, CD3OD) δ 7.45-7.26 (m, 5H), 5.13 (s, 2H), 3.67-3.51 (m, 4H), 3.45-3.39 (m, 3H), 1.24 (t, J=7.0 Hz, 3H).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f3ed063df873474c9b03d723677ad223
Source dataset
uspto-grants-2015_12
Patent number
US09216173B2

Reaction notes

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