Ethanol, 2-[2-(2-aminoethoxy)ethoxy]- → HCID 57772394, compound

HRID 384566Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][OH:10].[CH3:11][Si:12]([CH3:31])([CH2:25][CH2:26][Si:27]([CH3:30])([CH3:29])[CH3:28])[O:13][Si:14]([CH3:24])([CH3:23])[CH2:15][CH2:16][CH2:17][O:18][CH2:19][CH:20]1[CH2:22][O:21]1>C(O)C>[OH:10][CH2:9][CH2:8][O:7][CH2:6][CH2:5][O:4][CH2:3][CH2:2][NH:1][CH2:22][CH:20]([OH:21])[CH2:19][O:18][CH2:17][CH2:16][CH2:15][Si:14]([CH3:23])([CH3:24])[O:13][Si:12]([CH3:31])([CH3:11])[CH2:25][CH2:26][Si:27]([CH3:30])([CH3:29])[CH3:28]

Participants

Conditions

Temperature: 70 °C

Procedure

2-(2-(2-Amino-ethoxy)-ethoxy)-ethanol (4.25 g) and ethanol (40 mL) were charged to a 100 mL RB flask equipped with a magnetic stirrer. The mixture was stirred and heated to 70° C. 1,1,3,3-Tetramethyl-3-(3-oxiranylmethoxy-propyl)-1-(2-trimethylsilanyl-ethyl)-disiloxane (2.0 g) mixed with ethanol (10 g) was placed in an addition funnel and added dropwise to the flask. The mixture was stirred and maintained at 70° C. for an additional 4 hours. The reaction progress was monitored by NMR spectroscopy. Upon reaction completion, ethanol was removed under vacuum, and the mixture was vacuum distilled to remove impurities and excess raw material.

Workup

customequipped with a magnetic stirrer
customwas placed in an addition funnel
additionadded dropwise to the flask
stirringThe mixture was stirred
temperaturemaintained at 70° C. for an additional 4 hours
customwas removed under vacuum
distillationdistilled
customto remove impurities and excess raw material

Sources & evidence

ORD record: ord-52596fcab83f49d2acc1eba72edab492
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08367740B2

Reaction notes

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