Benzoyl chloride → HCID 68746269, compound

HRID 468701Notes

Reaction equation

[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH2:11]([O:13][C:14](=[O:23])[CH:15]([NH2:22])[CH2:16][S:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH3:12]>>[CH2:11]([O:13][C:14](=[O:23])[CH:15]([NH:22][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:16][S:17][C:18]([CH3:20])([CH3:19])[CH3:21])[CH3:12]

Participants

Reactant 2

HCID 7412Benzoyl chloride

HCID 85933589HCID 85933589, compound

Product 1

HCID 68746269HCID 68746269, compoundYield 60%

Procedure

With General procedure D, starting from 21 (5.94 g, 42.26 mmol) and 12 (8.54 g, 35.36 mmol), 6.56 g (60%) of the title compound was obtained as a white solid. 1H NMR (400 MHz, CDCl3) δ 7.83 (d, 2H), 7.52 (m, 3H), 6.97 (br d, 1H), 5.06 (m, 1H), 4.28 (q, 2H), 3.16 (m, 2H), 1.32 (m, 12H). MS m/z 310 (M+1). HPLC: 98.35% (ACQ_PA95_C_BLS; Column: BEH_C18—2−1×50 mm—1-7 μm).

Sources & evidence

ORD record: ord-9c7b261d4e0d4d0e85031d9b3e022474
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08624052B2

Reaction notes

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