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Benzyl Alcohol → HCID 22152760, compound

HRID 1111488
Notes
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Reaction equation

HRID 1111488 reaction equation
[H-].[Na+].[CH2:3]([OH:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[O:11]1[CH:13]([CH2:14][O:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=2)[CH2:12]1>C1COCC1>[C:4]1([CH2:3][O:10][CH2:12][CH:13]([OH:11])[CH2:14][O:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:23])([F:24])[F:25])[CH:17]=2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 24758Sodium hydrideHCID 3288772-[3-(Trifluoromethyl)phenoxymethyl]oxirane

Product 1

HCID 22152760HCID 22152760, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Sodium hydride (80% dispersion in oil, 0.045 g) was added to a mixture of benzyl alcohol (4 ml) and THF (3 ml) and warmed gently until effervescence ceased. To the cooled solution was added 1,2-epoxy-3-[3-(trifluoromethyl)phenoxy]propane (2.12 g). After stirring for 3 h the mixture was poured into ER (50 ml) and washed with brine. The dried extracts were evaporated and the residue distilled (b.p. 140°-144°/0.03 mm) to yield the title compound as an oil (2.25 g).

Workup

  1. temperaturewarmed gently until effervescence
  2. additionwas poured into ER (50 ml)
  3. washwashed with brine
  4. customThe dried extracts were evaporated
  5. distillationthe residue distilled (b.p. 140°-144°/0.03 mm)

Sources & evidence

ORD record
ord-e37c8dac4fa24ee784b60678326cb801
Source dataset
uspto-grants-1990_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04980499

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes