Di-tert-butyl dicarbonate → HCID 86630254, compound

HRID 334803Notes

Reaction equation

HRID 334803 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:14])[CH2:10][CH2:11][C:12]#[CH:13])=[CH:4][CH:3]=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]=[CH:4][C:5]([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:6][CH:7]=1

Participants

3

Reactant 2

HCID 90495Di-tert-butyl dicarbonateHCID 82363119HCID 82363119, compound

Product 1

HCID 86630254HCID 86630254, compoundYield 94%

Procedure

The title compound was prepared in accordance with the general method of Example 34(B), from N-(4-chlorophenyl)pent-4-ynamide (820 mg, 3.95 mmol) and (BOC)2O (1.03 g, 4.74 mmol). The crude residue was purified over silicagel chromatography (prepacked 25 g silicagel column, DCM 100% as eluent) to afford 1.13 g of tert-butyl 4-chlorophenyl(pent-4-ynoyl)carbamate as a colorless oil (Yield: 94%).

Workup

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

Sources & evidence

ORD record
ord-0d3943b8d59a4dd3806971a491b60217
Source dataset
uspto-grants-2014_11
Patent number
US08883826B2

Reaction notes

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