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Methyl phenylacetate → Potassium phenylacetate

HRID 986522
Notes
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Reaction equation

HRID 986522 reaction equation
[OH-].[K+:2].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[C:22]1([CH2:28][C:29]([O:31]C)=[O:30])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[C:22]1([CH2:28][C:29]([O-:31])=[O:30])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[K+:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 7559Methyl phenylacetateHCID 11776TriphenylphosphineHCID 14797Potassium Hydroxide

Product 1

HCID 23675783Potassium phenylacetateYield 92%

Procedure

Under the reaction conditions described in Example 1, 64 ml KOH and 19.2 ml PPh3 were added over 43 min. After five more minutes, the reactor was cooled and vented. A 92% yield of potassium phenylacetate and 4% methyl phenylacetate was obtained on a nearly quantitative conversion. 98% of the stiochiometric amount of KOH was added.

Workup

  1. customUnder the reaction conditions
  2. additionwere added over 43 min
  3. temperatureAfter five more minutes, the reactor was cooled

Sources & evidence

ORD record
ord-c38081a5ab9d4ffd80dd12009f8cf9bf
Source dataset
uspto-grants-1987_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04713484

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes