ChemicalBook CAS DataBase List N-Benzylethanolamine

N-Benzylethanolamine synthesis

11synthesis methods

Product Name:N-Benzylethanolamine
CAS Number:104-63-2
Molecular formula:C9H13NO
Molecular Weight:151.21

100-52-7 Synthesis

100-52-7
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$17.30/2g

141-43-5 Synthesis

141-43-5
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$9.00/10g

104-63-2
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$7.00/10g

Yield:104-63-2 100%

Reaction Conditions:

Stage #1:benzaldehyde;ethanolamine in methanol at 20; for 0.25 h;
Stage #2: with methanol;sodium tetrahydroborate at 0 - 20;

Steps:

5; 128
General procedures:; Scheme 5; To a solution of an aldehyde (1 equiv) in methanol was added an amine derivative (1 equiv). After stirring at room temperature for 15 min, the solution was cooled to 0 ⁰C prior to the addition of sodium borohydride (0.5 equiv) portion wise. The resulting solution was stirred at room temperature for 1 h. After the addition of water (3 mL), methanol was removed under reduced pressure and the resulting aqueous phase was extracted with DCM. The combined extracts were dried over Na₂SO₄ and concentrated in vacuo to give 5-1 in quantitative yield. 5-1 (1 equiv) was added to the mixture of 4-bromophenyl isocyanate (1 equiv) in dry DCM (3 mL) at 0 ⁰C. After stirring at room temperature for 0.5 h, the solvent was removed to give urea 5-2 in quantitative yield. The urea derivative 5-2 (1 equiv) and the boronic acid ester (1.5 equiv) were dissolved in degassed 5: 1 dioxane/H₂O. Pd(PPh₃)₄ (0.1 equiv) and 2M solution Of K₂CO₃ (3 equiv) were then added sequentially and the mixture was heated at 95 ⁰C for 4h. After cooling to room temperature, the mixture was diluted with water and extracted with ethyl acetate. The combined organic extracts were washed with saturated brine, dried over Na₂SO₄, concentrated in vacuo to give crude 5-3. This crude material was subjected to preparative HPLC to give 5-3 as a white solid.; Example 128. 3-(4-?H-pyrazol-4-v0phenyl)-l -benzyl- l-(2-hvdroxyethyl)urea; Procedures in Scheme 5 were utilized to synthesize this compound. LC/MS: Ci₉H₂₀N₄O₂ (M+l) 337. Single peak at both 215 nm and 254 nm in analytical HPLC traces.