Triethylamine → HCID 21471724, compound

HRID 864499Notes

Reaction equation

HRID 864499 reaction equation
[Cl:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6](Cl)=[O:7].C1(C)C(S(O)(=O)=O)=CC=CC=1.[NH2:23][CH2:24][CH2:25][C:26]([O:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:27].C(N(CC)CC)C>>[Cl:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([NH:23][CH2:24][CH2:25][C:26]([O:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:27])=[O:7]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 27333243-(Chloromethyl)benzoyl chlorideHCID 21471719Benzyl 3-aminopropionate toluenesulfonic acid salt

Product 1

HCID 21471724HCID 21471724, compoundYield 100.5%

Procedure

This compound was synthesized in a similar way as for I from 3-chloromethylbenzoyl chloride (3 mmol, 426 mL), benzyl 3-aminopropionate toluenesulfonic acid salt (3.2 mmol, 1.12 g) and triethylamine (7 mmol, 0.98 mL). Crystallization from ether-petroleum ether gave 1.0 g (100%) product. NMR (DMSO-d6): δ 8.62 (t, 1H); 7.88 (s, 1H); 7.78 (d, 1H); 7.46 (t, 1H); 7.32 (m, 5H); 5.10 (s, 2H); 4.80 (s, 2H); 3.52 (m, 2H); 3.65 (t, 2H).

Workup

  1. customCrystallization from ether-petroleum ether

Sources & evidence

ORD record
ord-c68a5cf9618e43ddad8db3ebb8e9db91
Source dataset
uspto-grants-1996_10
Patent number
US05563158

Reaction notes

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