41248-23-1

Basic information

• Product Name: ETHYL 1-HYDROXYCYCLOPENTANE-CARBOXYLATE
• Synonyms: ETHYL 1-HYDROXYCYCLOPENTANE-CARBOXYLATE;ETHYL2-HYDROXYCYCLOPENTANE;1-Hydroxycyclopentanecarboxylic acid ethyl ester
• CAS NO: 41248-23-1
• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.19
• Product Categories: Cycloalkanes
• Mol File: 41248-23-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 206℃
• Flash Point: 77℃
• Appearance: /
• Density: 1.144
• Storage Temp.: 2-8°C
• PKA: 13.28±0.20(Predicted)
• CAS DataBase Reference: ETHYL 1-HYDROXYCYCLOPENTANE-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 1-HYDROXYCYCLOPENTANE-CARBOXYLATE(41248-23-1)
• EPA Substance Registry System: ETHYL 1-HYDROXYCYCLOPENTANE-CARBOXYLATE(41248-23-1)

Safety Data

• Hazardous Substances Data: 41248-23-1(Hazardous Substances Data)

Usage

Uses

Ethyl 1-hydroxycyclopentanecarboxylate, is a building block used in synthesis of variious compounds such as spiromesifen (S683505), a useful insecticide and miticide in plant breeding. Also useful in cannabis testing kits as a component of pesticide mixes (P698240).

Synthetic route

1-hydroxy-cyclopentanecarboxylic acid (16841-19-3) + ethanol (64-17-5) → hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1)

Conditions	Yield
With sulfuric acid at 20℃; for 72h;	95%
With sulfuric acid	90%
With sulfuric acid

ethanol (64-17-5) + 1-hydroxycyclopentanecarbonitrile (5117-85-1) → hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1)

Conditions	Yield
With hydrogenchloride In water at -10 - 25℃; for 14h;	90%

1-hydroxycyclopentanecarbonitrile (5117-85-1) → hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: conc. HCl / Heating 2: HCl / Heating View Scheme
Multi-step reaction with 2 steps 1: aq. HCl 2: p-TsOH View Scheme
Multi-step reaction with 2 steps 1: hydrogenchloride; acetic acid / 10 h 2: sulfuric acid View Scheme

cyclopentanone (120-92-3) → hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1)

Conditions	Yield
Multi-step reaction with 3 steps 1: aq. H2SO4 / 20 °C 2: conc. HCl / Heating 3: HCl / Heating View Scheme

cyclopentanone (120-92-3) + (CH3)2N-(CH=CH)2-CH(Y)N(CH3)2, Y=N(CH3)2 and OCH3 → hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1)

Conditions	Yield
Multi-step reaction with 3 steps 1: aq. HCl 2: p-TsOH View Scheme

Cyclopentanol (96-41-3) → hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1)

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium metabisulfite 2: hydrogenchloride; acetic acid / 10 h 3: sulfuric acid View Scheme

(5-bromo-2-methylphenyl)acetyl chloride (1031387-31-1) + hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → C17H21BrO4 (1031386-56-7)

Conditions	Yield
at 120℃; for 6h;	99%

2-chloro-4-methyl-6-methoxy-phenylacetyl chloride (1210776-68-3) + hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → C18H23ClO5 (866386-36-9)

Conditions	Yield
at 120 - 140℃;	87%

2-mesitylacetic acid (4408-60-0) + hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → 3-(2,4,6-trimethylphenyl)-2-oxo-1-oxaspiro[4,4]indole-3-en-4-ol (148476-30-6)

Conditions	Yield
Stage #1: 2-mesitylacetic acid; hydroxycyclopentanecarboxylic acid ethyl ester With trichlorophosphate In toluene at 20℃; Stage #2: With sodium hydroxide In toluene for 8h; Reflux;	85%

hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) + Trichloroacetyl isocyanate (3019-71-4) → cyclopentanespiro-5'-oxazolidine-2',4'-dione (67852-27-1)

Conditions	Yield
Stage #1: hydroxycyclopentanecarboxylic acid ethyl ester; Trichloroacetyl isocyanate In dichloromethane at 0 - 20℃; Stage #2: With triethylamine In ethanol Reflux;	77%

4-bromo-1,1'-biphenyl (92-66-0) + hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → dibiphenylyl-1-(1-hydroxy-1-cyclopentyl)carbinol (98509-39-8)

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane for 1h; Ambient temperature;	40%

hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → ethyl cyclopent-1-enecarboxylate (10267-94-4)

Conditions	Yield
With phosphorus pentachloride
With phthalic anhydride; benzenesulfonic acid
With phosphorus pentachloride Erhitzen des Reaktionsprodukts mit Diaethylanilin auf 200grad;
With trichlorophosphate; benzene
With phosphorus pentachloride

hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → α-hydroxycyclopentanecarboxamide (66461-70-9)

Conditions	Yield
With ammonium hydroxide

hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → 1-hydroxy-cyclopentanecarboxylic acid hydrazide

Conditions	Yield
With hydrazine hydrate

hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) + acetic anhydride (108-24-7) → 1-acetoxy-cyclopentanecarboxylic acid ethyl ester

Conditions	Yield
With sodium acetate; xylene

phosphorus pentachloride (10026-13-8, 874483-75-7) + hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → ethyl cyclopent-1-enecarboxylate (10267-94-4)

(2,4,6-trimethyl-phenyl)acetyl chloride (52629-46-6) + hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → 1-[2-(2,4,6-Trimethyl-phenyl)-acetoxy]-cyclopentanecarboxylic acid ethyl ester (361366-15-6)

hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) + guanidine hydrochloride (50-01-1) → 2'-Amino-cyclopentanspiro-5'-oxazolin-4'-on (23780-85-0)

Conditions	Yield
With potassium carbonate In ethanol Heating;

hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → 3-(2,4,6-trimethylphenyl)-2-oxo-1-oxaspiro[4,4]indole-3-en-4-ol (148476-30-6)

Conditions	Yield
Multi-step reaction with 2 steps 1: KOtBu View Scheme

hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → spiromesifen (283594-90-1)

Conditions	Yield
Multi-step reaction with 3 steps 1: KOtBu View Scheme

hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → 4,4-dibiphenylylcyclohex-2-en-1-one (98509-43-4)

Conditions	Yield
Multi-step reaction with 5 steps 1: 40 percent / n-BuLi / tetrahydrofuran; hexane / 1 h / Ambient temperature 2: 85 percent / I2 / acetic acid / 0.08 h / Heating 3: 88 percent / cc. HCl / tetrahydrofuran / 20 h / Heating 4: 82 percent / MeLi / diethyl ether; benzene / 1 h / Heating 5: 37 percent / CrO3*(pyridine)2 / CH2Cl2 / 48 h / Ambient temperature View Scheme

hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → 3,3-dibiphenylylcyclohex-1-ene (98509-42-3)

Conditions	Yield
Multi-step reaction with 4 steps 1: 40 percent / n-BuLi / tetrahydrofuran; hexane / 1 h / Ambient temperature 2: 85 percent / I2 / acetic acid / 0.08 h / Heating 3: 88 percent / cc. HCl / tetrahydrofuran / 20 h / Heating 4: 82 percent / MeLi / diethyl ether; benzene / 1 h / Heating View Scheme

hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → 2,2-dibiphenylylcyclohexan-1-one (98509-40-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: 40 percent / n-BuLi / tetrahydrofuran; hexane / 1 h / Ambient temperature 2: 85 percent / I2 / acetic acid / 0.08 h / Heating View Scheme

hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → 2,2-dibiphenylylcyclohexan-1-one tosylhydrazone (98509-41-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: 40 percent / n-BuLi / tetrahydrofuran; hexane / 1 h / Ambient temperature 2: 85 percent / I2 / acetic acid / 0.08 h / Heating 3: 88 percent / cc. HCl / tetrahydrofuran / 20 h / Heating View Scheme

hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → (+/-)-trans-2-bromo-cyclopentane-carboxylic acid-(1)-ethyl ester

Conditions	Yield
Multi-step reaction with 2 steps 1: phosphorus (V)-chloride 2: hydrogen bromide / 0 °C View Scheme

hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → 2-cyano-cyclopentanecarboxylic acid ethyl ester (58108-04-6)

Conditions	Yield
Multi-step reaction with 3 steps 1: phosphorus (V)-chloride 2: hydrogen bromide / 0 °C 3: sodium iodide; ethanol View Scheme

hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → (+/-)(Ξ)-((1Ξ)-trans-2-ethoxycarbonyl-cyclopentyl)-cyano-acetic acid ethyl ester (92198-47-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: phosphorus (V)-chloride 2: sodium ethylate; ethanol View Scheme
Multi-step reaction with 2 steps 1: phosphorus oxychloride; benzene 2: sodium ethylate; ethanol View Scheme

hydroxycyclopentanecarboxylic acid ethyl ester (41248-23-1) → 1-acetoxy-cyclopentanecarboxylic acid amide

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium acetate; xylene 2: aqueous NH3 View Scheme

Upstream product

• 16841-19-3 1-hydroxy-cyclopentanecarboxylic acid 
• 64-17-5 ethanol 
• 5117-85-1 1-hydroxycyclopentanecarbonitrile 
• 96-41-3 Cyclopentanol 
• 120-92-3 cyclopentanone 

Downstream Products

• 148476-30-6 3-(2,4,6-trimethylphenyl)-2-oxo-1-oxaspiro[4,4]indole-3-en-4-ol 
• 283594-90-1 spiromesifen 
• 1031386-56-7 C₁₇H₂₁BrO₄ 
• 1031386-99-8 C₂₅H₂₅FO₄ 
• 1031386-61-4 C₂₁H₁₉FO₃ 
• 1031386-59-0 C₁₅H₁₅BrO₃ 
• 16177-38-1 1-(diphenylhydroxymethyl)-1-hydrohycyclopentane 
• 22612-62-0 2,2-diphenylcyclohexanone 
• 98509-41-2 2,2-dibiphenylylcyclohexan-1-one tosylhydrazone 
• 98509-40-1 2,2-dibiphenylylcyclohexan-1-one 
• 98509-42-3 3,3-dibiphenylylcyclohex-1-ene 
• 98509-43-4 4,4-dibiphenylylcyclohex-2-en-1-one 
• 23780-85-0 2'-Amino-cyclopentanspiro-5'-oxazolin-4'-on 
• 361366-15-6 1-[2-(2,4,6-Trimethyl-phenyl)-acetoxy]-cyclopentanecarboxylic acid ethyl ester 

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