Water → HCID 51033118, compound

HRID 879025Notes

Reaction equation

HRID 879025 reaction equation
[OH:1][NH:2][C:3](=[O:19])[O:4][CH2:5][CH:6]1[C:18]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:12]2[C:7]1=[CH:8][CH:9]=[CH:10][CH:11]=2.[Cl:20][C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=1.C(N(CC)CC)C.O>C(OCC)(=O)C>[Cl:20][C:21]1[CH:29]=[CH:28][C:24]([C:25]([O:1][NH:2][C:3](=[O:19])[O:4][CH2:5][CH:6]2[C:18]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[C:12]3[C:7]2=[CH:8][CH:9]=[CH:10][CH:11]=3)=[O:26])=[CH:23][CH:22]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 85014-Chlorobenzoyl chlorideHCID 5062222N-Fmoc-hydroxylamine

Product 1

HCID 51033118HCID 51033118, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of (9H-fluoren-9-yl)methyl hydroxycarbamate (5.20 g, 20.4 mmol) in ethyl acetate (300 mL) at −10° C. is added 4-chlorobenzoyl chloride (3.56 g, 20.3 mmol). Triethylamine (3 mL, 21.3 mmol) is added dropwise keeping the internal temperature below −5° C. After 10 min water (100 mL) is added and the separated aqueous layer is

Workup

  1. customthe internal temperature below −5° C

Sources & evidence

ORD record
ord-209c301f95174867be15d1001f1df80a
Source dataset
uspto-grants-2015_03
Patent number
US08987504B2

Reaction notes

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