Toluene → HCID 135433152, compound

HRID 1743381Notes

Reaction equation

HRID 1743381 reaction equation
[N+:1]([C:4]1[CH:31]=[C:8]([CH:9]=[N:10][C@H:11]([CH3:30])[C:12]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[O:28][CH3:29])([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[O:20][CH3:21])[OH:13])[C:7]([OH:32])=[CH:6][CH:5]=1)([O-:3])=[O:2].C1(C)C=CC=CC=1>CCCCCCC>[N+:1]([C:4]1[CH:31]=[C:8]([CH:9]=[N:10][CH:11]([CH3:30])[C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[O:20][CH3:21])([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[O:28][CH3:29])[OH:13])[C:7]([OH:32])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 1140TolueneHCID 135405871HCID 135405871, compound

Product 1

HCID 135433152HCID 135433152, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Conditions

Temperature
10 °C

Procedure

19.6 g (44.9 mmol) of (R)-N-(5-nitrosalicylidene)-2-amino-1,1-di(2-methoxyphenyl)-1-propanol, 8.96 g (44.9 mmol) of cupric acetate, and 160 g of toluene were mixed in a flask and reacted at 80° C. for 1 hr under stirring. 100 g of n-heptane were added to the reaction solution to precipitate blue-green chrystals. The precipitated reaction mixture was cooled to 10° C. and filtered to collect the crystals. Collected crystals were washed with 100 g of n-heptane, and dried at room temperature to give 22.1 g of a copper complex of (R) N-(5-nitro-salicylidene)-2amino-1,1-di(2-methoxyphenyl)-1-propanol in a yield of 99.0%.

Workup

  1. customreacted at 80° C. for 1 hr
  2. customto precipitate blue-green chrystals
  3. customThe precipitated reaction mixture
  4. filtrationfiltered
  5. customto collect the crystals
  6. customCollected crystals
  7. washwere washed with 100 g of n-heptane
  8. customdried at room temperature

Sources & evidence

ORD record
ord-11f738f3ce5c4803beac0153e3bba067
Source dataset
uspto-grants-2006_03
Patent number
US07009079B2

Reaction notes

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