Styrene Oxide → 1-(2-Hydroxy-2-phenylethyl)-1H-indole-4-carboxylic acid

HRID 2394449Notes

Reaction equation

HRID 2394449 reaction equation
[CH2:1]1[O:9][CH:2]1[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[NH:10]1[C:18]2[CH:17]=[CH:16][CH:15]=[C:14]([C:19]([O:21]C)=[O:20])[C:13]=2[CH:12]=[CH:11]1>>[OH:9][CH:2]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1)[CH2:1][N:10]1[C:18]2[CH:17]=[CH:16][CH:15]=[C:14]([C:19]([OH:21])=[O:20])[C:13]=2[CH:12]=[CH:11]1

Participants

3

Reactant 2

HCID 7276Styrene OxideHCID 2733668methyl 1H-indole-4-carboxylate

Product 1

HCID 189733641-(2-Hydroxy-2-phenylethyl)-1H-indole-4-carboxylic acidYield 56.9%

Procedure

The same procedures used in Example 1 were repeated except for using 4.53 g of styrene oxide and 6.00 g of methyl indole-4-carboxylate as a starting material to give 5.48 g of 1-(2-hydroxy-2-phenylethyl) indole-4-carboxylic acid as a yellow amorphous substance. The yield thereof was found to be 57%.

Sources & evidence

ORD record
ord-3eb7a71509ff41f7a2d7dc1b3f7669eb
Source dataset
uspto-grants-1998_09
Patent number
US05811439

Reaction notes

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