Triethylamine → HCID 56619880, compound

HRID 647274Notes

Reaction equation

HRID 647274 reaction equation
[CH3:1][O:2][C:3]1[C:4](=[O:24])[C:5]([CH3:23])=[C:6]([CH:12]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])C(O)=O)[C:7](=[O:11])[C:8]=1[O:9][CH3:10].C1C=CC(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:32])=CC=1.[CH2:42]([N:44]([CH2:47]C)CC)C>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[C:4](=[O:24])[C:5]([CH3:23])=[C:6]([CH2:12][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:42][N:44]=[C:47]=[O:32])[C:7](=[O:11])[C:8]=1[O:9][CH3:10]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 20250372HCID 20250372, compound

Product 1

HCID 56619880HCID 56619880, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In 10 ml of toluene is dissolved 1.4 g of 2,3-dimethoxy-6-methyl-1,4-benzoquinon-5-yl-n-nonanoic acid, and 1.09 g of DPPA and 0.62 ml of triethylamine are added. The mixture is stirred at room temperature for 3 hours. The reaction mixture is promptly extracted with ether and ice-water. The ether layer is taken, dehydrated and concentrated to 5 ml. The product is heated under reflux for 3 hours to give a toluene solution of the contemplated product isocyanate.

Workup

  1. additionare added
  2. extractionThe reaction mixture is promptly extracted with ether and ice-water
  3. concentrationconcentrated to 5 ml
  4. temperatureThe product is heated
  5. temperatureunder reflux for 3 hours

Sources & evidence

ORD record
ord-38b98105679d4d29974e4bb5a59f33ef
Source dataset
uspto-grants-1983_10
Patent number
US04408052

Reaction notes

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