1-Bromo-2-butyne → HCID 11152913, compound

HRID 1250933Notes

Reaction equation

HRID 1250933 reaction equation
BrCC#CC.[CH2:6]([O:10][C:11]1[CH:16]=[CH:15][C:14]([S:17][CH:18]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:13][CH:12]=1)[C:7]#[C:8][CH3:9]>>[CH2:6]([O:10][C:11]1[CH:12]=[CH:13][C:14]([S:17][CH:18]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:15][CH:16]=1)[C:7]#[C:8][CH3:9].[CH2:6]([O:10][C:11]1[CH:12]=[CH:13][C:14]([S:17][CH:18]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)[C:19]([OH:21])=[O:20])=[CH:15][CH:16]=1)[C:7]#[C:8][CH3:9]

Participants

4

Reactant 2

HCID 27568621-Bromo-2-butyneHCID 11152913HCID 11152913, compound

Product 2

HCID 11152913HCID 11152913, compoundYield 96%HCID 11267875HCID 11267875, compound

Procedure

Ethyl {[4-(2-butynyloxy)phenyl]sulfanyl}(4-methoxyphenyl)acetate was prepared according to the general method as outlined in example 1 (step 1), starting from ethyl [(4-hydroxyphenyl)sulfanyl](4-methoxyphenyl) acetate (15.82 g, 49.7 mmol) and 4-bromo-2-butyne (4.79 ml, 54.7 mmol); 17.66 g yellow oil. Yield 96%; MS(EI): 370.1 (M+H)+{[4-(2-butynyloxy)phenyl]sulfanyl}(4-methoxyphenyl) acetic acid was prepared according to the general method as outlined in example 1 (step 5), (the hydrolysis was carried out at room temperature for 24 hrs) starting from ethyl {[4-(2-butynyloxy)phenyl]sulfanyl}(4-methoxyphenyl)acetate (10 g, 27 mmol); 5.78 g yellow oil. Yield 63%; MS: 341.2 (M−H)−

Sources & evidence

ORD record
ord-e489a3c2091f4189b4ad6237bd744dfe
Source dataset
uspto-grants-2002_01
Patent number
US06340691B1

Reaction notes

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