180092-32-4|(2-(Prop-1-en-2-yl)phenyl)methanol| Ambeed

CAS No. :	180092-32-4
Formula :	C₁₀H₁₂O
M.W :	148.20
SMILES Code :	OCC1=CC=CC=C1C(C)=C
MDL No. :	MFCD30161178
InChI Key :	JTKILVMMBUMPQG-UHFFFAOYSA-N
Pubchem ID :	22172409

Safety of [ 180092-32-4 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319
Precautionary Statements:	P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362

Application In Synthesis of [ 180092-32-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 180092-32-4 ]

[ 180092-32-4 ] Synthesis Path-Downstream 1~54

1
piquerol A [ No CAS ]
[ 180092-32-4 ]

References: [1]Journal of Agricultural and Food Chemistry,1996,vol. 44,p. 2839 - 2841.

2
C₁₃H₁₄O₄ [ No CAS ]
[ 180092-32-4 ]

References: [1]European Journal of Organic Chemistry,2005,p. 3360 - 3369.

3
[ 141-97-9 ]
[ 180092-32-4 ]
[ 866314-56-9 ]

References: [1]European Journal of Organic Chemistry,2005,p. 3360 - 3369.

4
[ 180092-32-4 ]
[ 866314-49-0 ]

Yield	Reaction Conditions	Operation in experiment
95%	With thionyl chloride; In dichloromethane; at 0 - 5℃; for 1.0h;	Step 4: 1-(chloromethyl)-2-(prop-1-en-2-yl)benzene To a solution of <strong>[180092-32-4](2-(prop-1-en-2-yl)phenyl)methanol</strong> (obtained from step 3) (7.0 g, 47.2 mmol) in DCM (70 mL) was added thionyl chloride (6.2 g, 52.3 mmol) dropwise at 0˜5 C. The resulted mixture was stirred at the same temperature for 1 h and then diluted with saturated NaHCO3 aqueous solution (20 mL), the aqueous layer was extracted with DCM (50 mL*3). The combined organic layer was washed with brine (100 mL), dried over sodium sulfate, filtered and concentrated to afford 1-(chloromethyl)-2-(prop-1-en-2-yl)benzene (7.5 g, yield: 95%) as light yellow oil.
	With pyridine; thionyl chloride; In dichloromethane; at 0 - 20℃; for 4.0h;	General procedure: To a stirred solution of 3a (0.55 g,2.6 mmol) in CH2Cl2 (8 mL) containing pyridine (0.21 g, 2.6 mmol) at 0 C was added SOCl2 (0.31 g, 2.6mmol) dropwise and temperature was raised to rt. After 4 h, the mixture was diluted by adding CH2Cl2(20 mL) and treated with H2O (20 mL). The layers were separated and the aqueous layer was extractedwith CH2Cl2 (2 × 15 mL). The combined organic layers were washed with brine (15 mL), dried (Na2SO4)and concentrated by evaporation. The crude product 4a (0.46 g) was used in the next reaction withoutpurification. Thus, to a stirred suspension of NaH (60% in mineral oil; 88 mg, 2.2 mmol) in DMF (3 mL)at 0 C was added t-BuSH (0.20 g, 2.2 mmol) dropwise. After evolution of H2 gas had ceased, a DMF (2mL) solution of the above 4a was added. After 5 min, saturated aqueous NH4Cl (20 mL) was added andthe mixture was extracted with AcOEt (3 × 15 mL). The combined extracts were washed with brine (20mL), dried (Na2SO4), and concentrated by evaporation. The residue was purified by columnchromatography on SiO2 (CH2Cl2/hexane 1:3) to give 5a (0.47 g, 64%);

References: [1]Patent: US2017/37038,2017,A1 .Location in patent: Paragraph 0152; 0158.
[2]European Journal of Organic Chemistry,2005,p. 3360 - 3369.
[3]Heterocycles,2017,vol. 94,p. 2065 - 2079.
[4]European Journal of Organic Chemistry,2022,vol. 2022.

5
[ 3609-46-9 ]
[ 180092-32-4 ]

References: [1]Chemistry - An Asian Journal,2018,vol. 13,p. 409 - 412.
[2]European Journal of Organic Chemistry,2022,vol. 2022.
[3]European Journal of Organic Chemistry,2005,p. 3360 - 3369.
[4]Chemical Communications,2016,vol. 52,p. 11100 - 11103.

6
[ 180092-32-4 ]
1a-methyl-1a,6-dihydro-1H-cyclopropa[a]indene-6a-carbaldehyde [ No CAS ]

References: [1]European Journal of Organic Chemistry,2005,p. 3360 - 3369.

7
[ 180092-32-4 ]
(1a-methyl-1a,6-dihydro-1H-cyclopropa[a]indene-6a-yl)methanol [ No CAS ]

References: [1]European Journal of Organic Chemistry,2005,p. 3360 - 3369.

8
[ 180092-32-4 ]
[ 1027295-26-6 ]

References: [1]European Journal of Organic Chemistry,2005,p. 3360 - 3369.

9
[ 180092-32-4 ]
[ 866314-40-1 ]

References: [1]European Journal of Organic Chemistry,2005,p. 3360 - 3369.

10
[ 180092-32-4 ]
[ 866314-64-9 ]

References: [1]European Journal of Organic Chemistry,2005,p. 3360 - 3369.

11
[ 180092-32-4 ]
C₁₅H₁₆O₄ [ No CAS ]

References: [1]European Journal of Organic Chemistry,2005,p. 3360 - 3369.

12
[ 91-10-1 ]
[ 180092-32-4 ]
[ 1323263-84-8 ]