1-(2-Hydroxyethyl)piperazine → 1-(4-(2-Hydroxy-ethyl)-piperazin-1-yl)-3-(3-(1,1,3,3-tetramethyl-3-(2-trimethylsilanyl-ethyl)-disiloxanyl)-propoxy)-propan-2-ol

HRID 384564Notes

Reaction equation

HRID 384564 reaction equation
[N:1]1([CH2:7][CH2:8][OH:9])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH3:10][Si:11]([CH3:30])([CH2:24][CH2:25][Si:26]([CH3:29])([CH3:28])[CH3:27])[O:12][Si:13]([CH3:23])([CH3:22])[CH2:14][CH2:15][CH2:16][O:17][CH2:18][CH:19]1[CH2:21][O:20]1>C(O)C>[OH:9][CH2:8][CH2:7][N:1]1[CH2:6][CH2:5][N:4]([CH2:21][CH:19]([OH:20])[CH2:18][O:17][CH2:16][CH2:15][CH2:14][Si:13]([CH3:22])([CH3:23])[O:12][Si:11]([CH3:30])([CH3:10])[CH2:24][CH2:25][Si:26]([CH3:29])([CH3:28])[CH3:27])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 76771-(2-Hydroxyethyl)piperazineHCID 577723931,1,3,3-Tetramethyl-3-(3-oxiranylmethoxy-propyl)-1-(2-trimethylsilanyl-ethyl)-disiloxane

Product 1

HCID 577723951-(4-(2-Hydroxy-ethyl)-piperazin-1-yl)-3-(3-(1,1,3,3-tetramethyl-3-(2-trimethylsilanyl-ethyl)-disiloxanyl)-propoxy)-propan-2-ol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
70 °C

Procedure

2-piperazin-1-yl ethanol (0.74 g) and 20 mL of ethanol 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) 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.

Workup

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

Sources & evidence

ORD record
ord-6f83c6bae4ff436a9bbe34e42b1f7ae5
Source dataset
uspto-grants-2013_02
Patent number
US08367740B2

Reaction notes

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