1-Bromo-3-chloropropane → HCID 18365049, compound

HRID 380352Notes

Reaction equation

HRID 380352 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH2:15][C:16]([O:18][CH3:19])=[O:17])=[CH:4][CH:3]=1.Br[CH2:21][CH2:22][CH2:23][Cl:24]>>[Cl:24][CH2:23][CH2:22][CH2:21][O:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH2:15][C:16]([O:18][CH3:19])=[O:17])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 80061-Bromo-3-chloropropaneHCID 18365028HCID 18365028, compound

Product 1

HCID 18365049HCID 18365049, compoundYield 73.3%

Procedure

Using the procedure described in Example 34, methyl 2-(4-hydroxyphenylsulfanyl)phenyl-acetate and 1-bromo-3-chloropropane provided 73.3% yield of the title ester, m.p. 48-51° C. For C18H19ClO3S (350.9) calculated: 61.62% C, 5.46% H, 10.10% Cl, 9.14% S; found: 61.12% C, 5.44% H, 10.15% Cl, 9.13% S. 1H NMR spectrum (CDCl3): CH2(COO) 3.84 s; CH3 3.67 s; CH2(O) 4.09 t, J=6.0 Hz; CH2(Cl) 3.73 t, J=6.0 Hz.

Sources & evidence

ORD record
ord-01a6717201c141beb06d5249ea24bac6
Source dataset
uspto-grants-2001_10
Patent number
US06303612B1

Reaction notes

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