1-(2-Hydroxyethyl)piperazine → 1-{3-[Dimethyl-(2-trimethylsilanyl-ethyl)-silanyl]-propoxy}-3-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-propan-2-ol

HRID 1046727Notes

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

Participants

Conditions

Temperature: 70 °C

Procedure

2-piperazin-1-yl-ethanol (0.95 g; 7.28 mMol) 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. 2-{3-[Dimethyl-(2-trimethylsilanyl-ethyl)-silanyl]-propoxymethyl}-oxirane 8 (2 g; 7.28 mMol) was placed in an addition funnel and added dropwise to the flask. The mixture was stirred and maintained at 70° C. for additional 4 hours. After the reaction was complete, ethanol was stripped off on the rotovap. The mixture was distilled under vacuum.

Workup

customequipped with a magnetic stirrer
additionadded dropwise to the flask
stirringThe mixture was stirred
temperaturemaintained at 70° C. for additional 4 hours
distillationThe mixture was distilled under vacuum

Sources & evidence

ORD record: ord-9be8decb26cc4914863b3c5b4d7b574a
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08569385B2

Reaction notes

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