Acetyl chloride → HCID 68443873, compound

HRID 1753773Notes

Reaction equation

HRID 1753773 reaction equation
[CH2:1]([O:3][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([CH3:12])=[C:9]([NH2:11])[CH:10]=1)[CH3:2].C(N(CC)CC)C.[C:20](Cl)([CH3:22])=[O:21]>C(Cl)Cl>[CH2:1]([O:3][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([CH3:12])=[C:9]([NH:11][C:20](=[O:21])[CH3:22])[CH:10]=1)[CH3:2]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 89397129HCID 89397129, compound

Product 1

HCID 68443873HCID 68443873, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N-(5-ethoxymethyl-2-methyl-phenyl)-acetamide VII-e was prepared as described for intermediate II-i using 5-ethoxymethyl-2-methyl-phenylamine I-e (5 g, 30.26 mmol), dry triethylamine (12.23 mL), DCM (60 mL) and AcCl (4.32 mL) to give the desired intermediate VII-e as a white solid (5.39 g, 86%). 1H NMR (300 MHz, CDCl3) δ 7.69 (s, 1H), 7.15 (d, J=7.7 Hz, 1H), 7.07 (d, J=8.2 Hz, 1H), 4.46 (s, 2H), 3.53 (q, J=7.0 Hz, 2H), 2.23 (s, 3H), 2.18 (s, 3H), 1.23 (t, J=7.0 Hz, 3H).

Sources & evidence

ORD record
ord-c9f1e9170ee042019c0b770d1fab97a1
Source dataset
uspto-grants-2015_10
Patent number
US09168245B2

Reaction notes

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