ChemicalBook CAS DataBase List 4-BENZYLOXY-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER

4-BENZYLOXY-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER synthesis

4synthesis methods

Product Name:4-BENZYLOXY-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER
CAS Number:27748-09-0
Molecular formula:C17H15NO3
Molecular Weight:281.31

67-56-1 Synthesis

67-56-1
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$9.00/25ml

27737-55-9 Synthesis

4-BENZYLOXYINDOLE-2-CARBOXYLIC ACID ETHYL ESTER

27737-55-9
57 suppliers
$55.00/50mg

4-BENZYLOXY-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER

27748-09-0
26 suppliers
$200.00/25mg

Yield:27748-09-0 94%

Reaction Conditions:

with magnesium at 20;Inert atmosphere;

Steps:

7.1 Example 7: Compound 15 4-(benzyloxy)-l-(2,2-diphenylacetyl)indoline-2-carboxlic acid 1. Procedure for the preparation of Compound 15b

To a stirred solution of 15a (200 mg, 0.68 mmol) in MeOH (10 mL) was added Mg pieces (65 mg, 2.7 mmol) at RT under N2 and the mixture was stirred overnight at RT. TLC (EA: PE=1 :10) showed the starting material was consumed. The mixture was poured into a cold 2 M aqueous HC1 solution (4 mL) and then stirred until it became a clear solution. The mixture was basified to pH 8~9 with a saturated aqueous NaHC03 solution and then concentrated in vacuo to remove most of the MeOH. The residue was dissolved in EA, washed with water (5 mL) and brine (5 mL x 2), dried over Na2S04, then filtered and concentrated in vacuo to give 15b (180 mg, 94%) as an off-white solid. LC-MS (Agilent): Rt 4.96 min; m/z calculated for Ci7H17N03 [M+Hf 284.1, [M+Naf 306.1, found [M+H]+ 284.1, [M+Naf 306.1.

References:

WO2013/102242,2013,A1 Location in patent:Page/Page column 77