3-Buten-2-one, 3-methyl-1-(phenylmethoxy)-

Base Information

• Chemical Name: 3-Buten-2-one, 3-methyl-1-(phenylmethoxy)-
• CAS No.: 103791-04-4
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• DSSTox Substance ID: DTXSID70474057
• Nikkaji Number: J354.756F
• Wikidata: Q63409773
• Mol file: 103791-04-4.mol

Synonyms:103791-04-4;3-Buten-2-one, 3-methyl-1-(phenylmethoxy)-;4-Benzyloxy-2-methyl-1-buten-3-one;DTXSID70474057;Q63409773

Chemical Property of 3-Buten-2-one, 3-methyl-1-(phenylmethoxy)-

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 202

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C(=O)COCC1=CC=CC=C1

Technology Process of 3-Buten-2-one, 3-methyl-1-(phenylmethoxy)-

There total 5 articles about 3-Buten-2-one, 3-methyl-1-(phenylmethoxy)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(+/-)-1-benzyloxy-3-methyl-but-3-en-2-ol (71312-19-1) → Benzyloxymethyl isopropenyl ketone (103791-04-4)

Guidance literature:

With sodium acetate; pyridinium chlorochromate;

Reference yield:

isopropenylmagnesium bromide (13291-18-4) + 2-(benzyloxy)-N-methoxy-N-methylacetamide (104863-68-5) → Benzyloxymethyl isopropenyl ketone (103791-04-4)

Guidance literature:

In tetrahydrofuran; at 0 - 60 ℃; Inert atmosphere;

DOI:10.1021/ol801971t

Reference yield:

(((2-chloro-3-methylbut-3-en-1-yl)oxy)methyl)benzene (83110-44-5) → (E)-4-(benzyloxy)-2-methylbut-2-enal (101376-74-3) + Benzyloxymethyl isopropenyl ketone (103791-04-4) + 1-benzyloxy-3,5-dimethyl-5-nitro-2-hexene + Z-4-benzyloxy-2-methyl-2-buten-1-al (103791-01-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium salt of 2-nitropropane; In tert-butyl alcohol; at 30 ℃; for 12h; Yield given. Yields of byproduct given;

upstream raw materials:

(+/-)-1-benzyloxy-3-methyl-but-3-en-2-ol

(((2-chloro-3-methylbut-3-en-1-yl)oxy)methyl)benzene

benzyl prenyl ether

3-((benzyloxy)methyl)-2,2-dimethyloxirane

Downstream raw materials:

ethyl (1RS,2SR,3RS,5SR)-2-(3-furyl)-2-hydroxy-5-methyl-3-phenylmethoxy-4-oxocyclohexane-1-carboxylate

ethyl (1RS,2SR,3RS,5SR)-3-benzyloxy-2-hydroxy-5-methyl-2-(2-trimethylsilyl-3-furyl)-4-oxocyclohexane-1-carboxylate

(3R,6S)-2-(4-Benzyloxy-2-methyl-3-oxo-butyl)-3-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-methyl-cyclohexanone

(5R,8S)-1-Benzyloxy-5-((E)-(S)-1,5-dimethyl-hexa-2,4-dienyl)-3,8-dimethyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one