Benzaldehyde → HCID 15737537, compound

HRID 495688Notes

Reaction equation

HRID 495688 reaction equation
[NH2:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[OH:8].[CH:9](=O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.O>C(OC(C)C)(C)C>[CH:9](=[N:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[OH:8])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 962WaterHCID 735777(1R,2R)-2-Aminocyclohexanol

Product 1

HCID 15737537HCID 15737537, compound

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Procedure

In a 250 ml round bottom flask equipped with a reflux condenser and a Dean-Stark trap, 6.91 g of racemic trans-2-aminocyclohexanol (60 mmol) obtained according to (b) were dissolved under argon in 70 ml of diisopropyl ether and 6.1 ml of benzaldehyde (60 mmol) were added to the solution which was refluxed under argon at 110° C. during 50 min until about 1 ml of water separated. The solvent was removed in a rotary evaporator (45° C./250-10 mbar) to obtain 12.11 g of white-beige crystals of racemic trans-2-(benzylidenamino)-cyclohexanol, m.p. 86° C.

Workup

  1. customseparated
  2. customThe solvent was removed in a rotary evaporator (45° C./250-10 mbar)

Sources & evidence

ORD record
ord-263a8a1e14ae4eb09997aeb3c4cbe303
Source dataset
uspto-grants-2005_09
Patent number
US06939986B2

Reaction notes

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