Phosgene → HCID 131719873, compound

HRID 974769Notes

Reaction equation

HRID 974769 reaction equation
[C:1]([CH:18]([OH:25])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][NH2:24])([O:3][CH2:4][CH:5]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]2[C:6]1=[CH:7][CH:8]=[CH:9][CH:10]=2)=[O:2].[C:26](Cl)([Cl:28])=[O:27]>O1CCCC1>[Cl:28][C:26]([O:25][CH:18]([C:1]([O:3][CH2:4][CH:5]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]2[C:6]1=[CH:7][CH:8]=[CH:9][CH:10]=2)=[O:2])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][NH2:24])=[O:27]

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 67056933HCID 67056933, compound

Product 1

HCID 131719873HCID 131719873, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of FMOC-6-aminohexanol (617.2 mg, 1.5 mmol) in tetrahydrofuran (6 ml) was heated and then cooled to room temperature. To this solution was then added phosgene (2.9 ml, 1.93M in toluene). The reaction was stirred at room temperature for 15 hours and concentrated in vacuo to yield FMOC-6-aminohexanol chloroformate which was used immediately without further purification.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-22e9facc53f64ba2a078185daec51213
Source dataset
uspto-grants-1997_03
Patent number
US05607691

Reaction notes

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