ChemicalBook CAS DataBase List 6-CHLORO-2H-1-BENZOPYRAN-3-CARBOXYLIC ACID

6-CHLORO-2H-1-BENZOPYRAN-3-CARBOXYLIC ACID synthesis

5synthesis methods

Product Name:6-CHLORO-2H-1-BENZOPYRAN-3-CARBOXYLIC ACID
CAS Number:83823-06-7
Molecular formula:C10H7ClO3
Molecular Weight:210.61

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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6-CHLORO-2H-1-BENZOPYRAN-3-CARBOXYLIC ACID

83823-06-7
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$34.00/500mg

Yield: 87.4%

Reaction Conditions:

with potassium hydroxide in water for 42 h;Reflux;Time;

Steps:

2 3.4
General procedure for synthesis of the chromene-3-carboxylic acids 10a-e
General procedure: General procedure for synthesis of the chromene-3-carboxylic acids 10a-e
The general procedure for preparation of the chromene-3-carboxylic acids 10a-e is illustrated by the following example.
A stirred mixture of the Baylis-Hillman adduct 7b (1.0 mmol) and KOH (4.0 mmol) in water (4 mL) was heated under reflux for 42 h.
After cooling to room temperature, the reaction mixture was acidified with 2 M-HCl.
The resulting precipitate was filtered off, washed and dried to afford 6-bromo-2H-chromene-3-carboxylic acid 10b.
3.4.2
6-Chloro-2H-chromene-3-carboxylic acid 10c
6-Chloro-2H-chromene-3-carboxylic acid 10c as a yellow solid (185 mg, 87.4%), mp 242-243 °C (lit.
¹⁴
240.1-241.2 °C); ¹H NMR (600 MHz; DMSO-d₆): δ 4.94 (2H, s), 6.88 (1H, d, J=8.6 Hz), 7.29 (1H, d, J=8.6 Hz), 7.44 (1H, s), 7.46 (1H, s) and 12.98 (1H, br s); ¹³C NMR (150 MHz; DMSO-d₆): δ 64.4, 117.4, 122.5, 124.8, 125.2, 128.2, 131.0, 131.1, 153.1 and 165.3.