Aluminum ethylate → HCID 178515945, compound

HRID 1470063Notes

Reaction equation

HRID 1470063 reaction equation
[CH:1]1[CH:20]=[CH:19][C:17](=[O:18])/[C:3](=[CH:4]\[NH:5][CH2:6][CH2:7][NH:8]/[CH:9]=[C:10]2\[C:11]([CH:13]=[CH:14][CH:15]=[CH:16]\2)=[O:12])/[CH:2]=1.[O-]CC.[O-]CC.[O-]CC.[Al+3]>C1(C)C=CC=CC=1>[CH:15]1[CH:14]=[CH:13][C:11](=[O:12])/[C:10](=[CH:9]/[NH:8][CH2:7][CH2:6][NH:5]/[CH:4]=[C:3]2/[CH:2]=[CH:1][CH:20]=[CH:19][C:17]/2=[O:18])/[CH:16]=1

Participants

4

Reactant 2

HCID 11153Aluminum ethylateHCID 178515944HCID 178515944, compound

Product 1

HCID 178515945HCID 178515945, compoundYield 114.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

Salen ligand (C0) (1.0 g, 3.9 mmol) and aluminium triethoxide (1.2 g, 7.4 mmol) were dissolved in dry toluene (25 mL). The reaction mixture was refluxed for 4 hours after which the toluene was evaporated and the resulting yellow residue taken up in dichloromethane and washed with water (3×100 mL) and saturated brine (100 mL). After evaporation of the organic phase, a light yellow powder was obtained which was washed with diethyl ether (ca. 50 mL) and dried to give salen complex (C1) (1.2 g, 49%). 1H NMR 3.87 (8H, s, 2×CH2CH2), 6.7-6.9 (8H, m, 8×HAr), 7.1-7.3 (8H, m, 8×HAr), 8.29 (4H, s, 4×CHN). 13C NMR 60.14, 65.09, 117.36, 119.00, 131.81, 132.74, 161.46, 166.85. m/z (ESI) Found: 603.1775 C32H25N4O5Al2 (MH+), Requires 603.1769.

Workup

  1. customwas evaporated
  2. washwashed with water (3×100 mL) and saturated brine (100 mL)
  3. customAfter evaporation of the organic phase
  4. customa light yellow powder was obtained which
  5. washwas washed with diethyl ether (ca. 50 mL)
  6. customdried

Sources & evidence

ORD record
ord-5a1a717f4b834325a63db0c94b9a7361
Source dataset
uspto-grants-2015_04
Patent number
US09006425B2

Reaction notes

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