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| CAS No.: | 41234-23-5 |
|---|---|
| Name: | 4,5-Dimethoxybenzocyclobutene-1-carboxylic acid |
| Article Data: | 6 |
| Molecular Structure: | |
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| Formula: | C11H12O4 |
| Molecular Weight: | 208.214 |
| Synonyms: | 4,5-dimethoxybenzocyclobutene-1-carboxylic acid;4,5-Dimethoxy-benzocyclobuten-1-saeure; |
| Density: | 4.14±0.20 | Condition: Most Acidic Temp: 25 °C |
| Boiling Point: | 378.0±42.0 °C | Condition: Press: 760 Torr |
| PSA: | 55.76000 |
| LogP: | 1.42810 |
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- 35202-54-1
3,4-dimethoxy-bicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile
- 41234-23-5
(R,S)-4,5-dimethoxy-1,2-dihydrocyclobutabenzene-1-carboxylic acid
| Conditions | Yield |
|---|---|
| With potassium hydroxide In ethanol for 5h; Reflux; | 95% |
| Stage #1: 3,4-dimethoxy-bicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile With water; potassium hydroxide for 4h; Reflux; Stage #2: With hydrogenchloride In water at 20℃; | 94% |
| With over-expressed nitrilase of Rhodococcus rhodochrous NCIMB 11216 In aq. phosphate buffer; ethanol at 30℃; for 2h; pH=7; Enzymatic reaction; | 100 %Chromat. |
- 1220993-48-5
(R)-4,5-dimethoxy-1,2-dihydrocyclobutabenzene-1-carboxylic acid
- 41234-23-5
(R,S)-4,5-dimethoxy-1,2-dihydrocyclobutabenzene-1-carboxylic acid
| Conditions | Yield |
|---|---|
| Stage #1: (R)-4,5-dimethoxy-1,2-dihydrocyclobutabenzene-1-carboxylic acid With potassium hydroxide In water for 4h; Stage #2: With hydrogenchloride In water for 0.5h; Cooling with ice-water bath; | 94% |
| With sodium ethanolate In ethanol for 18h; Reflux; | |
| With acetic acid at 80 - 100℃; Reagent/catalyst; | 56 g |
- 1069115-32-7
dimethyl 4,5-dimethoxycyclobutabenzene-1,1(2H)-dicarboxylate
- 41234-23-5
(R,S)-4,5-dimethoxy-1,2-dihydrocyclobutabenzene-1-carboxylic acid
| Conditions | Yield |
|---|---|
| Stage #1: dimethyl 4,5-dimethoxycyclobutabenzene-1,1(2H)-dicarboxylate With potassium cyanide In dimethyl sulfoxide at 130℃; for 12h; Inert atmosphere; Stage #2: With hydrogenchloride; water In diethyl ether; dimethyl sulfoxide at 20℃; for 1h; |
- 41234-23-5
(R,S)-4,5-dimethoxy-1,2-dihydrocyclobutabenzene-1-carboxylic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: hydrogenchloride / dichloromethane; water / 0.33 h 2.1: potassium hydroxide / water / 4 h 2.2: 0.5 h / Cooling with ice-water bath View Scheme |
- 41234-23-5
(R,S)-4,5-dimethoxy-1,2-dihydrocyclobutabenzene-1-carboxylic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: hydrogenchloride / ethyl acetate; water / 0.08 h / pH 3 2.1: potassium hydroxide / water / 4 h 2.2: 0.5 h / Cooling with ice-water bath View Scheme |
- 41234-23-5
(R,S)-4,5-dimethoxy-1,2-dihydrocyclobutabenzene-1-carboxylic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: hydrogenchloride / water 2.1: potassium hydroxide / water / 4 h 2.2: 0.5 h / Cooling with ice-water bath View Scheme |
- 35249-62-8
3-(2-bromo-4,5-dimethoxyphenyl)propanenitrile
- 41234-23-5
(R,S)-4,5-dimethoxy-1,2-dihydrocyclobutabenzene-1-carboxylic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / -10 °C / Inert atmosphere 2.1: potassium hydroxide; water / 4 h / Reflux 2.2: 20 °C View Scheme |
- 1214788-46-1
(R)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)nitrile
A
- 41234-23-5
(R,S)-4,5-dimethoxy-1,2-dihydrocyclobutabenzene-1-carboxylic acid
B
- 55171-70-5
3,4-Dimethoxy-bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid amide
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl alcohol / 2 h / 65 °C 2: nitrilase NIT 115 / aq. phosphate buffer; dimethyl sulfoxide / 72 h / 28 °C / pH 7 / Enzymatic reaction View Scheme |
- 1214788-46-1
(R)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)nitrile
- 41234-23-5
(R,S)-4,5-dimethoxy-1,2-dihydrocyclobutabenzene-1-carboxylic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl alcohol / 2 h / 65 °C 2: over-expressed nitrilase of Rhodococcus rhodochrous NCIMB 11216 / ethanol; aq. phosphate buffer / 2 h / 30 °C / pH 7 / Enzymatic reaction View Scheme |
- 35202-54-1
3,4-dimethoxy-bicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile
A
- 41234-23-5
(R,S)-4,5-dimethoxy-1,2-dihydrocyclobutabenzene-1-carboxylic acid
B
- 55171-70-5
3,4-Dimethoxy-bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid amide
| Conditions | Yield |
|---|---|
| With nitrilase NIT 110 In aq. phosphate buffer; dimethyl sulfoxide at 28℃; for 72h; pH=7; Reagent/catalyst; Enzymatic reaction; | A 15 %Chromat. B 24 %Chromat. |
| With nitrilase NIT 115 In aq. phosphate buffer; dimethyl sulfoxide at 28℃; for 72h; pH=7; Enzymatic reaction; | A 47 %Chromat. B 7 %Chromat. |
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