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Toluene → HCID 18443682, compound

HRID 459208
Notes
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Reaction equation

HRID 459208 reaction equation
C([O:8][C:9](=O)[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:12][C:11]=1[Cl:24])C1C=CC=CC=1.CC(C[AlH]CC(C)C)C.C1(C)C=CC=CC=1>C1COCC1>[CH2:17]([O:16][C:13]1[CH:14]=[CH:15][C:10]([CH2:9][OH:8])=[C:11]([Cl:24])[CH:12]=1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 1140TolueneHCID 14487Diisobutylaluminum hydrideHCID 22058608Benzyl 4-benzyloxy-2-chlorobenzoate

Product 1

HCID 18443682HCID 18443682, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 4-Benzyloxy-2 chloro-benzoic acid benzyl ester from Step A with DIBAL-H 1M in toluene (2.2 eq) in THF were stirred at room temperature for 3 hours. The quenched with tartrate saturated solution and extracted with ethyl acetate. Concentrated to dryness and purified by chromatography to afford the title compound.

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes

Workup

  1. customThe quenched with tartrate saturated solution
  2. extractionextracted with ethyl acetate
  3. concentrationConcentrated to dryness
  4. custompurified by chromatography

Sources & evidence

ORD record
ord-579f7e2bb277405e8be4f5a0a8c92269
Source dataset
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07192982B2

Reaction notes

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