2,2'-((Phenylmethyl)imino)bisethanol → HCID 118380279, compound

HRID 1504566Notes

Reaction equation

HRID 1504566 reaction equation
[CH2:1]([N:8]([CH2:12][CH2:13][OH:14])[CH2:9][CH2:10][OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.Cl[C:23](Cl)([O:25]C(=O)OC(Cl)(Cl)Cl)Cl>C1COCC1>[CH2:1]([N:8]1[CH2:12][CH2:13][O:14][C:23](=[O:25])[O:11][CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 75532,2'-((Phenylmethyl)imino)bisethanolHCID 8471TriethylamineHCID 94429Triphosgene

Product 1

HCID 118380279HCID 118380279, compoundYield 227.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The procedure of Example 1 was followed using N-benzyl diethanolamine (16.4 g, 83.9 mmol), triethylamine (24.0 mL, 167.8 mmol), dry THF (600 mL) and triphosgene (8.3 g, 28.8 mmol). The filtrate was concentrated yielding a yellow oil product (14.5 g, 78%).

Workup

  1. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-3d51acbbf6bd4a9ea2713b6ee202d806
Source dataset
uspto-grants-2015_12
Patent number
US09215876B2

Reaction notes

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