Benzaldehyde → HCID 15737537, compound

HRID 2304969Notes

Reaction equation

HRID 2304969 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-01734cf81a0c4a63a26a8d3ab7b9d2ea
Source dataset
uspto-grants-2002_08
Patent number
US06437171B1

Reaction notes

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