Benzylethanolamine → HCID 25025552, compound

HRID 2390907Notes

Reaction equation

HRID 2390907 reaction equation
[CH2:1]([NH:8][CH2:9][CH2:10][OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:12][C:13]1[CH:21]=[CH:20][C:16]([C@H:17]2[O:19][CH2:18]2)=[CH:15][CH:14]=1>>[Cl:12][C:13]1[CH:21]=[CH:20][C:16]([C@@H:17]([OH:19])[CH2:18][N:8]([CH2:9][CH2:10][OH:11])[CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 4348BenzylethanolamineHCID 101300744-Chlorostyrene oxide, (R)-

Product 1

HCID 25025552HCID 25025552, compound

Conditions

Temperature
70 °C

Procedure

N-Benzylethanolamine (1.36 g, 1.5 equivalents) was added to (R)-4-chloro-styrene oxide (928 mg, 6.0 mmol), and the mixture was stirred at 70° C. for 3 hours. By cooling to room temperature, 2.56 g of the reaction mixture including the title compound was obtained (yield: 86%, chemical purity: 69.0 area %, N-benzyl ethanolamine: 9.2 area %, 10.4 area % of regioisomer was contaminated). The retention time in the chemical purity analysis method was 3.8 min.

Workup

  1. temperatureBy cooling to room temperature

Sources & evidence

ORD record
ord-d6ab75e28cb744e7a9946cffda5512ba
Source dataset
uspto-grants-2012_09
Patent number
US08273883B2

Reaction notes

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