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(3-(1,3-Thiazol-4-yl)phenyl)methanol → 1083300-27-9

HRID 594227
Notes
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Reaction equation

HRID 594227 reaction equation
[S:1]1[CH:5]=[C:4]([C:6]2[CH:7]=[C:8]([CH2:12][OH:13])[CH:9]=[CH:10][CH:11]=2)[N:3]=[CH:2]1>C(Cl)Cl.O=[Mn]=O>[S:1]1[CH:5]=[C:4]([C:6]2[CH:7]=[C:8]([CH:9]=[CH:10][CH:11]=2)[CH:12]=[O:13])[N:3]=[CH:2]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 69085754(3-(1,3-Thiazol-4-yl)phenyl)methanol

Product 1

HCID 866956111083300-27-9

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of (3-(thiazol-4-yl)phenyl)methanol (333 mg; 1.74 mmol) in anh. DCM (17 ml) was treated with MnO2 (2.276 g; 26.18 mmol), and the resulting mixture was stirred at rt, under nitrogen, for 1 h 45. The resulting reaction mixture was then filtered over celite, and the separated solids were washed with DCM. The filtrate was concentrated to dryness under reduced pressure giving 3-(thiazol-4-yl)benzaldehyde as a pale yellow solid. LC-MS (conditions A): tR=0.62 min.; [M+H]+: 190.13 g/mol.

Workup

  1. customThe resulting reaction mixture
  2. filtrationwas then filtered over celite
  3. washthe separated solids were washed with DCM
  4. concentrationThe filtrate was concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-6d38a0f7347f4f529eefdd70ede9ae4c
Source dataset
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09242970B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes