28179-01-3|1-(7-Hydroxy-2,3-dihydro-1H-inden-4-yl)ethanone| Ambeed

Size	Price	VIP Price	US Stock	Global Stock	In Stock
{[ item.pr_size ]}		Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

{[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

Quality Control of [ 28179-01-3 ] Purity: 95% SDS Specification

COA

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

NMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

CNMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

HPLC

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

LC-MS

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

1-2 Day Shipping
High Quality
Technical Support

Product Details of [ 28179-01-3 ]

CAS No. :	28179-01-3
Formula :	C₁₁H₁₂O₂
M.W :	176.21
SMILES Code :	CC(C1=CC=C(O)C2=C1CCC2)=O
MDL No. :	MFCD24387445
InChI Key :	PFTUFNNONHACBX-UHFFFAOYSA-N
Pubchem ID :	58316263

Safety of [ 28179-01-3 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H312-H332
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

Application In Synthesis of [ 28179-01-3 ]

* 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 [ 28179-01-3 ]

[ 28179-01-3 ] Synthesis Path-Downstream 1~30

1
[ 28179-01-3 ]
[ 103262-41-5 ]

References: [1]Journal of the Chemical Society,1952,p. 1825,1828.

2
[ 38997-98-7 ]
[ 28179-01-3 ]

References: [1]Journal of the Chemical Society,1952,p. 1825,1828.
[2]Chemische Berichte,1972,vol. 105,p. 2565 - 2574.

3
[ 28179-01-3 ]
[ 77-78-1 ]
[ 38998-02-6 ]

References: [1]Chemische Berichte,1972,vol. 105,p. 2565 - 2574.

4
[ 28179-01-3 ]
4,7-Diacetoxy-indan [ No CAS ]

References: [1]Journal of the Chemical Society,1952,p. 1825,1828.

5
[ 1641-41-4 ]
[ 28179-01-3 ]

References: [1]Journal of the Chemical Society,1952,p. 1825,1828.
[2]Patent: US2011/152246,2011,A1 .

6
[ 28179-01-3 ]
[ 38998-04-8 ]

References: [1]Chemische Berichte,1972,vol. 105,p. 2565 - 2574.

7
[ 28179-01-3 ]
[ 39021-81-3 ]

References: [1]Chemische Berichte,1972,vol. 105,p. 2565 - 2574.

8
[ 28179-01-3 ]
[ 38998-09-3 ]

References: [1]Chemische Berichte,1972,vol. 105,p. 2565 - 2574.

9
[ 358-23-6 ]
[ 28179-01-3 ]
[ 1312609-69-0 ]

Yield	Reaction Conditions	Operation in experiment
99%	With triethylamine; In dichloromethane; at 0 - 25℃; for 0.5h;	To a suspension of <strong>[28179-01-3]1-(7-hydroxyindan-4-yl)ethanone</strong> (known from W02016/141890, 5.00 g, 28.4 mmol) in dichloromethane (50 mL) was added triethylamine (7.9 mL, 5.8 g, 2.0 equiv.) at 0- 5C. After completed addition, triflic anhydride (5.7 mL, 9.6 g, 1.2 equiv.) was added and the mixture was allowed to reach 20-25C. After 30 min, the reaction was complete and poured onto ice-water. The dichloromethane phase was separated, and the aqueous layer was extracted with dichloromethane (3 x 50 mL). Combined organic layers were washed with saturated aqueous NaHC03 solution (2 x 70 ml_), water (70 ml_) and dried over Na2SC>4. After concentration in vacuum the title compound (8.7 g, 99%) was obtained. (0117) Method B HPLC-MS: RT = 1.278 min, m/z = 308.7 [M+H] (0118) 1H-NMR (400 MHz, CDCh): 2.19 (m, 2H), 2.61 (s, 3H), 3.02 (m, 2H), 3.35 (m, 2H), 7.16 (d, (0119) 1H), 7.75 (d, 1H).
91%	With pyridine; In dichloromethane; at 0 - 20℃; for 4.0h;	To a solution of compound 1-4 (0.75 g, 4.3 mmol) and pyridine (0.5 g, 6.0 mmol) in DCM (20 mL) was added trifluoromethanesulfonic anhydride (1.3 g, 4.7 mmol) dropwise at 0 . After the addition, the mixture was stirred at rt for 4 hours, and the reaction was monitored by TLC. After the reaction was completed, the reaction mixtue was washed with water. The organic layer was dried and concentrated in vacuo. The residue was purified by silica gel column chromatography (PE) to give the title compound (1.2 g, 91) . 1H NMR (400 MHz, CDCl3) : δ 7.76 (d, J 8.6 Hz, 1H) , 7.19 (d, J 8.6 Hz, 1H) , 3.35 (t, J 7.5 Hz, 2H) , 3.05 (t, J 7.6 Hz, 2H) , 2.61 (s, 3H) , 2.23-2.11 (m, 2H) ppm.
73.9%	With triethylamine; In dichloromethane; at 0℃; for 2.0h;	General Procedure I-UTf2O (1.0 g, 3.6 mmol) was added to a solution of compound I-IIIe (0.5 g, 2.8 mmol) and TEA (0.57 g, 5.6 mmol) in dry DCM (10 mL) at 0 C. The resulting solution was stirred at 0 C. for 2 hours. TLC (petroleum ether:EtOAc=5:1) showed the starting material was consumed completely. The reaction mixture was diluted with DCM (10 mL) and washed with water (5 mL). The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure to give compound I-IIIf (0.65 g, yield: 73.9%). The crude product was used directly in the next step without further purification.

References: [1]Patent: WO2021/197880,2021,A1 .Location in patent: Page/Page column 13; 14.
[2]Patent: WO2016/141890,2016,A1 .Location in patent: Paragraph 00207; 00216.
[3]Patent: US2011/152246,2011,A1 .Location in patent: Page/Page column 119-120.

10
[ 40731-98-4 ]
[ 28179-01-3 ]

References: [1]Patent: US2011/152246,2011,A1 .

11
[ 21573-42-2 ]
[ 28179-01-3 ]

References: [1]Patent: US2011/152246,2011,A1 .
[2]Patent: WO2016/141890,2016,A1 .

12
[ 38998-02-6 ]
[ 28179-01-3 ]

Yield	Reaction Conditions	Operation in experiment
43.5%		General Procedure I-TAlCl3 (2.1 g, 15.8 mmol) was added to a solution of compound I-IIId (2.5 g, 13.1 mmol) in 1,2-dichloroethane (30 mL), the reaction mixture was stirred at reflux overnight. After being cooled to room temperature, the mixture was poured into 50 mL of ice/water. The organic layer was separated, washed with brine (20 mL), dried over sodium sulfate, and concentrated to give the crude product, which was purified by column chromatography to afford of compound I-IIIe (1.0 g, yield: 43.5%).
41%	With boron tribromide; In dichloromethane; at 0℃;	To a solution of compound 1-3 (5.5 g, 29 mmol) in DCM (50 ml) was added boron tribromide (8.7 g, 35 mmol) dropwise slowly at 0 . After the addition, the mixture was stirred until the reaction was complete and poured into ice-water. The resulting mixture was extracted with EtOAc (40 mL × 3) . The combined organic layers were dried and concentrated in vacuo. The residue was purified by silica gel column chromatography (PE : EtOAc (V : V) 6 : 1) to give the title compound (2.1 g, 41) . 1H NMR (400 MHz, DMSO-d6) : δ 7.66 (d, J 8.4 Hz, 1H) , 6.69 (d, J 8.4 Hz, 1H) , 3.13 (t, J 7.5 Hz, 2H) , 2.72 (t, J 7.5 Hz, 2H) , 2.44 (s, 3H) , 2.01-1.94 (m, 2H) ppm.

References: [1]Patent: US2011/152246,2011,A1 .Location in patent: Page/Page column 119.
[2]Patent: WO2016/141890,2016,A1 .Location in patent: Paragraph 00207; 00215.

13
[ 28179-01-3 ]
[ 1312609-70-3 ]

References: [1]Patent: US2011/152246,2011,A1 .

14
[ 28179-01-3 ]
[ 1312609-71-4 ]

References: [1]Patent: US2011/152246,2011,A1 .

15
[ 28179-01-3 ]
[ 1312608-52-8 ]

References: [1]Patent: US2011/152246,2011,A1 .

16
[ 13336-31-7 ]
[ 28179-01-3 ]