Tetrahydrofurfurylamine → HCID 59758711, compound

HRID 1046735Notes

Reaction equation

HRID 1046735 reaction equation
[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[CH2:6][NH2:7].[CH3:8][Si:9]([CH3:24])([CH2:18][CH2:19][Si:20]([CH3:23])([CH3:22])[CH3:21])[CH2:10][CH2:11][CH2:12][O:13][CH2:14][CH:15]1[CH2:17][O:16]1>C(O)C>[CH3:24][Si:9]([CH3:8])([CH2:18][CH2:19][Si:20]([CH3:21])([CH3:23])[CH3:22])[CH2:10][CH2:11][CH2:12][O:13][CH2:14][CH:15]([OH:16])[CH2:17][NH:7][CH2:6][CH:2]1[CH2:3][CH2:4][CH2:5][O:1]1

Participants

4

Reactant 2

HCID 253298TetrahydrofurfurylamineHCID 597587042-{3-[Dimethyl-(2-trimethylsilanyl-ethyl)-silanyl]-propoxymethyl}-oxirane

Product 1

HCID 59758711HCID 59758711, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent3×

Conditions

Temperature
70 °C

Procedure

C-(Tetrahydro-furan-2-yl)-methylamine (3.68 g; 36.4 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 70° 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 70° C. for an additional 4 hours. Ethanol was stripped off on the rotovap. The mixture was distilled under vacuum to remove impurities and excess C-(Tetrahydro-furan-2-yl)-methylamine.

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. distillationThe mixture was distilled under vacuum
  7. customto remove impurities and excess C-(Tetrahydro-furan-2-yl)-methylamine

Sources & evidence

ORD record
ord-be0efbd0f6204a50a9383fefd35a4dde
Source dataset
uspto-grants-2013_10
Patent number
US08569385B2

Reaction notes

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