Diglycolamine → 1-(2-(2-Hydroxy-ethoxy)-ethylamino)-3-(3-(1,1,3,3-tetramethyl-3-(2-trimethylsilanyl-ethyl)-disiloxanyl)-propoxy)-propan-2-ol

HRID 384565Notes

Reaction equation

HRID 384565 reaction equation
[NH2:1][CH2:2][CH2:3][O:4][CH2:5][CH2:6][OH:7].[CH3:8][Si:9]([CH3:28])([CH2:22][CH2:23][Si:24]([CH3:27])([CH3:26])[CH3:25])[O:10][Si:11]([CH3:21])([CH3:20])[CH2:12][CH2:13][CH2:14][O:15][CH2:16][CH:17]1[CH2:19][O:18]1>C(O)C>[OH:7][CH2:6][CH2:5][O:4][CH2:3][CH2:2][NH:1][CH2:19][CH:17]([OH:18])[CH2:16][O:15][CH2:14][CH2:13][CH2:12][Si:11]([CH3:20])([CH3:21])[O:10][Si:9]([CH3:28])([CH3:8])[CH2:22][CH2:23][Si:24]([CH3:27])([CH3:26])[CH3:25]

Participants

4

Conditions

Temperature
70 °C

Procedure

2-(2-Amino-ethoxy)-ethanol (3.02 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 mL) 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

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

Sources & evidence

ORD record
ord-d8264dfca34646acb358c57894d2ed96
Source dataset
uspto-grants-2013_02
Patent number
US08367740B2

Reaction notes

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