Di-tert-butyl dicarbonate → HCID 86630255, compound

HRID 422516Notes

Reaction equation

HRID 422516 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:14])[CH2:10][CH2:11][C:12]#[CH:13])[CH:5]=[CH:6][CH:7]=1.[O:15](C(OC(C)(C)C)=O)[C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=O>>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]([C:9](=[O:14])[CH2:10][CH2:11][C:12]#[CH:13])[C:16](=[O:15])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 90495Di-tert-butyl dicarbonateHCID 82363162HCID 82363162, compound

Product 1

HCID 86630255HCID 86630255, compoundYield 88.4%

Procedure

The title compound was prepared in accordance with the general method of Example 34(B), from N-(3-chlorophenyl)pent-4-ynamide (630 mg, 3.03 mmol) and (BOC)2O (795 mg, 3.64 mmol). The crude residue was purified over silicagel chromatography (prepacked 25 g silicagel column 100% DCM as eluent) to afford 824 mg of tert-butyl 3-chlorophenyl(pent-4-ynoyl)carbamate as a colorless oil Yield: 88%).

Workup

  1. customThe crude residue was purified over silicagel chromatography (prepacked 25 g silicagel column 100% DCM as eluent)

Sources & evidence

ORD record
ord-40583ebb96a1440791ab9bf219ebf575
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Reaction notes

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