3,4-Dichlorobenzaldehyde → [4-(2-Chloro-4-formyl-phenylsulfanyl)-5,6,7,8-tetrahydro-naphthalen-1-yloxy]-acetic acid ethyl ester

HRID 985063Notes

Reaction equation

HRID 985063 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([S:13][C:14]2[CH:19]=[CH:18][C:17]([CH:20]=[O:21])=[CH:16][C:15]=2[Cl:22])=[CH:9][C:8]=1[CH3:23])[CH3:2].C(OC(=O)CO[C:31]1[C:40]2CCCCC=2C(S)=C[CH:32]=1)C.ClC1C=C(C=CC=1Cl)C=O>>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][O:6][C:7]1[C:8]2[CH2:23][CH2:40][CH2:31][CH2:32][C:9]=2[C:10]([S:13][C:14]2[CH:19]=[CH:18][C:17]([CH:20]=[O:21])=[CH:16][C:15]=2[Cl:22])=[CH:11][CH:12]=1)[CH3:2]

Participants

4

Reactant 3

HCID 227103,4-DichlorobenzaldehydeHCID 207681164-[(2-Chloro-4-formylphenyl)sulfanyl]-2-methylphenoxy-acetic acid ethyl esterHCID 20768130(4-Mercapto-5,6,7,8-tetrahydro-naphthalen-1-yloxy)-acetic acid ethyl ester

Product 1

HCID 20768127[4-(2-Chloro-4-formyl-phenylsulfanyl)-5,6,7,8-tetrahydro-naphthalen-1-yloxy]-acetic acid ethyl ester

Procedure

The title compound was prepared according to the method described for preparing compound 10.4, using compound 22.3 and 3,4-dichlorobenzaldehyde as the starting materials. 1H NMR (300 MHz) (CDCl3) δ 9.84 (1H, s); 7.82 (1H, d, J=1.8 Hz); 7.49 (1H, dd, J=1.8, 8.4 Hz); 7.40 (1H, d, J=8.4 Hz); 6.63 (1H, d, J=8.4 Hz); 6.59 (1H, d, J=8.0 Hz); 4.70 (2H, s); 4.30 (2H, q, J=7.0 Hz); 2.82-2.70 (4H, m); 1.77-1.70 (4H, m); 1.32 (3H, t, J=7.0 Hz).

Sources & evidence

ORD record
ord-d9ecac127df9428c8992b19ce33575b5
Source dataset
uspto-grants-2005_03
Patent number
US06869975B2

Reaction notes

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