Ethanolamine → HCID 51890492, compound

HRID 2390910Notes

Reaction equation

HRID 2390910 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C@H:6]2[O:8][CH2:7]2)=[CH:4][CH:3]=1.[NH2:11][CH2:12][CH2:13][OH:14]>>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C@@H:6]([OH:8])[CH2:7][NH:11][CH2:12][CH2:13][OH:14])=[CH:4][CH:3]=1

Participants

3

Conditions

Temperature
25 °C

Procedure

To (R)-4-chloro-styrene oxide (1.84 g, 11.9 mmol), 2-aminoethanol (2.18 g, 3.0 equivalents) was added. The mixture was stirred at 25° C. for 17 hours, to obtain the reaction mixture of the title compound (chemical purity: 70.9 area %). Ethyl acetate (5 mL) and saturated brine (5 mL) were added to the reaction mixture, and the organic layer and aqueous layer were separated. The obtained organic layer was washed twice with distilled water (5 mL), and was concentrated and dried under vacuum, to obtain 1.47 g of the title compound as viscous white solid. A solution consisting of ethyl acetate (4 mL) and hexane (10 mL) was added thereto under heating at 50° C., and the mixture was stirred for 1 hour and then cooled to 25° C. The resulting crystals were collected by filtration under reduced pressure, then washed with hexane (3 mL) and dried under vacuum, to obtain 993 mg of the title compound as white crystals (yield: 39%; chemical purity: 92.5 area %). The retention time in the chemical purity analysis method was 1.7 min.

Workup

  1. customto obtain

Sources & evidence

ORD record
ord-69226356ed014aa0bf08f75c0c99b5de
Source dataset
uspto-grants-2012_09
Patent number
US08273883B2

Reaction notes

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