4-(Benzyloxy)but-2-enoic acid

Base Information

• Chemical Name: 4-(Benzyloxy)but-2-enoic acid
• CAS No.: 162551-89-5
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.214
• European Community (EC) Number: 896-596-2
• Nikkaji Number: J3.347.146G

Synonyms:4-(benzyloxy)but-2-enoic acid;162551-89-5;363165-99-5;(E)-4-(Benzyloxy)but-2-enoic acid;(E)-4-phenylmethoxybut-2-enoic acid;(2E)-4-(BENZYLOXY)BUT-2-ENOIC ACID;4-Benzyloxy-but-2-enoic acid;SCHEMBL6223013;SCHEMBL6223018;MFCD03789610;AKOS011627314;EN300-133007;EN300-8637508

Chemical Property of 4-(Benzyloxy)but-2-enoic acid

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 193

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC=CC(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)COC/C=C/C(=O)O

Technology Process of 4-(Benzyloxy)but-2-enoic acid

There total 11 articles about 4-(Benzyloxy)but-2-enoic acid 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: 98.0%

4-benzyloxycrotonaldehyde (69152-87-0) → 4-(phenylmethoxy)-2-butenoic acid (162551-89-5)

Guidance literature:

With sodium chlorite; potassium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 0 - 20 ℃; for 12h;

DOI:10.1002/chem.201403880

Reference yield: 97.0%

ethyl 2E-4-(benzyloxy)-2-butenoate (70150-60-6) → 4-(phenylmethoxy)-2-butenoic acid (162551-89-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 18h;

DOI:10.1021/ol901372m

Reference yield: 97.0%

4-benzyloxy-(E)-but-2-enoic acid methyl ester (151101-22-3) → 4-(phenylmethoxy)-2-butenoic acid (162551-89-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 24h;

DOI:10.1021/ja010935v

upstream raw materials:

4-benzyloxy-(E)-but-2-enoic acid methyl ester

benzyl alcohol

ethyl 2E-4-(benzyloxy)-2-butenoate

(Z)-4-benzyloxy-but-2-en-1-ol

Downstream raw materials:

(+/-)-(E,E)-2,3,4,9-tetrahydro-1-(4-oxo-2-butenyl)-2-[1-oxo-4-(phenylmethoxy)-2-butenyl]-1H-pyrido[3,4-b]indole

[4R,3(2E)]-3-(4-benzyloxy-2-butenoyl)-4-phenyl-2-oxazolidinone

(4S)-3-((E)-4'-(Benzyloxy)-2'-butenoyl)-4-(phenylmethyl)-2-oxazolidinone

C₁₇H₂₁NO₄

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