Potassium Carbonate → HCID 57565968, compound

HRID 1728184Notes

Reaction equation

[C:1]([O:5][C:6](=[O:11])[NH:7][CH2:8][CH2:9]Br)([CH3:4])([CH3:3])[CH3:2].[Cl:12][C:13]1[CH:14]=[CH:15][C:16]([OH:21])=[C:17]([CH:20]=1)[CH:18]=[O:19].C([O-])([O-])=O.[K+].[K+]>>[C:1]([O:5][C:6](=[O:11])[NH:7][CH2:8][CH2:9][O:21][C:16]1[CH:15]=[CH:14][C:13]([Cl:12])=[CH:20][C:17]=1[CH:18]=[O:19])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 124815-Chloro-salicylaldehyde

HCID 4103526tert-Butyl N-(2-bromoethyl)carbamate

Product 1

HCID 57565968HCID 57565968, compoundYield 71.2%

Procedure

In a manner similar to the method described in Example 227a, (2-bromo-ethyl)-carbamic acid tert-butyl ester (10 g, 44.8 mmol) was reacted with 5-chloro-2-hydroxy-benzaldehyde (7 g, 44.8 mmol), K2CO3 (18.6 g, 134 mmol) and KI (1.48 g, 8.96 mmol) to give title compound as oil (9.56 g)

Sources & evidence

ORD record: ord-f11ea8d9f4894f00ab7e142a45c44a5a
Source dataset: uspto-grants-2009_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07495007B2

Reaction notes

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