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2-Phenyl-1-propanol → 2-(2-Phenylpropoxy)acetic acid

HRID 613754
Notes
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Reaction equation

HRID 613754 reaction equation
[C:1]1([CH:7]([CH3:10])[CH2:8][OH:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O:15][C:16](=[O:19])[CH2:17]Br)(C)(C)C.[OH-].[Na+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1>[C:1]1([CH:7]([CH3:10])[CH2:8][O:9][CH2:17][C:16]([OH:19])=[O:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 142952-Phenyl-1-propanolHCID 14798Sodium HydroxideHCID 79177tert-Butyl bromoacetate

Product 1

HCID 187790482-(2-Phenylpropoxy)acetic acidYield 77.1%

Reagents, catalysts & solvents 2

HCID 74236Tetrabutylammonium BromideCatalystHCID 1140TolueneSolvent

Procedure

The subtitle compound (14.95 g) was prepared according to the procedure in example 6 part a using 2-phenyl-1-propanol (13.6 g), t-butylbromoacetate (19.5 g), tetrabutylammoniumbromide (3.2 g), toluene (70 ml), 50% aqueous sodium hydroxide (25 ml).

Sources & evidence

ORD record
ord-1dc0d09ba33d4def9ac4e2c4d6dd760b
Source dataset
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06008365

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes