ChemicalBook CAS DataBase List 2-(2-METHOXYPHENOXY)ETHYL CHLORIDE

2-(2-METHOXYPHENOXY)ETHYL CHLORIDE synthesis

5synthesis methods

Product Name:2-(2-METHOXYPHENOXY)ETHYL CHLORIDE
CAS Number:53815-60-4
Molecular formula:C9H11ClO2
Molecular Weight:186.64

90-05-1 Synthesis

90-05-1
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107-04-0
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53815-60-4
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$340.00/1g

Yield:53815-60-4 96%

Reaction Conditions:

with sodium hydroxide in water at 100; pH=7; for 0.5 h;

Steps:

5.6; h

[0070] Guaiacol {6.2%, 50mmol) and l-bromo-2-chloro-ethane (8.4 mL, lOOmmol) were mixed thoroughly and heated at 100 ⁰C for 30 minutes. Then, 31 ml of 1.6 N NaOH aqueous solution was added into the mixture to bring the pH to about 7.0. After cooling, the mixture was extracted with chloroform. The chloroform layer was partitioned with 20% NaOH aqueous solution, water and saturated NaCl aqueous solution in sequence. The organic portion was dried with anhydrous sodium sulfite and evaporated to dryness to obtain 6>-(2-chloroethyl)guaiacol (18) (9g; yield 96%). Rf 0.67 (chloroform with saturated ammonia water); IR (KBr) v_max 2934 (m), 1593 (s), 1504 (s), 1455 (s), 1254 (s), 1224 (s), 1178 (s), 1125 (s), 1028 (m) cm^"1; ¹H NMR (CDCI3, 400MHz): 56.94 (4H, m), 4.26 (2H, t, J= 6.3Hz), 3.85 (3H, s, 2-0Me), 3.81 (2H, t, J= 6.3Hz).

References:

WO2007/134485,2007,A1 Location in patent:Page/Page column 27; 30