Ethanol → 1-Amino-3-{3-[dimethyl-(2-trimethylsilanyl-ethyl)-silanyl]-propoxy}-propan-2-ol

HRID 1046737Notes

Reaction equation

[OH-].[NH4+:2].C(O)C.[CH3:6][Si:7]([CH3:22])([CH2:16][CH2:17][Si:18]([CH3:21])([CH3:20])[CH3:19])[CH2:8][CH2:9][CH2:10][O:11][CH2:12][CH:13]1[CH2:15][O:14]1>O>[NH2:2][CH2:15][CH:13]([OH:14])[CH2:12][O:11][CH2:10][CH2:9][CH2:8][Si:7]([CH3:22])([CH3:6])[CH2:16][CH2:17][Si:18]([CH3:21])([CH3:20])[CH3:19]

Participants

Conditions

Temperature: 50 °C

Procedure

Aqueous ammonium hydroxide (25%; 10 g, ˜150 mMol) and 40 mL of ethanol were charged to a 100 mL RB flask equipped with a magnetic stirrer. The mixture was stirred and heated to 50° C. 2-{3-[Dimethyl-(2-trimethylsilanyl-ethyl)-silanyl]-propoxymethyl}-oxirane 8 (2 g; 7.28 mMol) mixed with 10 g ethanol was placed in an addition funnel and added dropwise to the flask. The mixture was stirred and maintained at 50° C. for an additional 8 hours. Ethanol and water were stripped off on the rotovap. The mixture was distilled under vacuum to remove impurities.

Workup

customequipped with a magnetic stirrer
customwas placed in an addition funnel
additionadded dropwise to the flask
stirringThe mixture was stirred
temperaturemaintained at 50° C. for an additional 8 hours
distillationThe mixture was distilled under vacuum
customto remove impurities

Sources & evidence

ORD record: ord-4ad1fe684d3a4b3cba4d9f16f37f5224
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08569385B2

Reaction notes

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