1-Bromo-2-butyne → Ethyl{[4-(2-butynyloxy)phenyl]sulfanyl)(4-chlorophenyl)acetate

HRID 2417269Notes

Reaction equation

HRID 2417269 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([S:14][C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][CH:3]=1.Br[CH2:23][C:24]#[C:25][CH3:26]>>[CH2:12]([O:11][C:9](=[O:10])[CH:8]([S:14][C:15]1[CH:16]=[CH:17][C:18]([O:21][CH2:23][C:24]#[C:25][CH3:26])=[CH:19][CH:20]=1)[C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)[CH3:13]

Participants

3

Reactant 2

HCID 27568621-Bromo-2-butyneHCID 91432097Ethyl(4-chlorophenyl)[(4-hydroxyphenyl)sulfanyl]acetate

Product 1

HCID 70056133Ethyl{[4-(2-butynyloxy)phenyl]sulfanyl)(4-chlorophenyl)acetateYield 69%

Procedure

Ethyl{[4-(2-butynyloxy)phenyl]sulfanyl)(4-chlorophenyl)acetate was prepared according to the general method as outlined in example 1 (step 2), starting from ethyl (4-chlorophenyl)[(4-hydroxyphenyl)sulfanyl]acetate (15.37 g, 47.7 mmol) and 4-bromo-2-butyne (4.26 ml, 48.7 mmol); 12.57 g yellow oil. Yield 69%; MS(EI): 374 (M+H)+

Sources & evidence

ORD record
ord-34162f00d84c45b5923e0b4eca9b42cc
Source dataset
uspto-grants-2004_11
Patent number
US06825354B2

Reaction notes

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