Sulfuric Acid → HCID 19847107, compound

HRID 2350831Notes

Reaction equation

HRID 2350831 reaction equation
C1CCC(N=C=NC2CCCCC2)CC1.[Cl:16][C:17]1[CH:18]=[C:19]([CH:34]=[CH:35][C:36]=1[OH:37])[C:20]([O:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[CH:25][CH:24]=1)=[O:21].ClC1C=C(C=CC=1O)C(O)=O.S(=O)(=O)(O)O.B(O)(O)O.[Cl:58][CH:59]([CH:63]([CH3:65])[CH3:64])[C:60](O)=[O:61]>C(Cl)Cl>[Cl:16][C:17]1[CH:18]=[C:19]([CH:34]=[CH:35][C:36]=1[O:37][C:60](=[O:61])[CH:59]([Cl:58])[CH:63]([CH3:65])[CH3:64])[C:20]([O:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[CH:25][CH:24]=1)=[O:21]

Participants

8

Reactant 6

HCID 1118Sulfuric AcidHCID 7628Boric AcidHCID 10868DicyclohexylcarbodiimideHCID 198603-Chloro-4-hydroxybenzoic acidHCID 3134932-chloro-3-methylbutanoic acidHCID 3084933Benzoic acid, 3-chloro-4-hydroxy-, 4-pentylphenyl ester

Product 1

HCID 19847107HCID 19847107, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.012 m of DCC is added to 0.01 m of 4-pentylphenyl 3-chloro-4-hydroxybenzoate (obtainable by esterification of 3-chloro-4-hydroxybenzoic acid with 4-pentylphenyl with the addition of sulfuric acid and boric acid, J. org. Chem. Vol. 40 (1975) 2998), 0.012 m of 2-chloro-3-methylbutyric acid and 100 ml of methylene chloride at room temperature, with stirring. Further working up is carried out analogously to Example 3 to give 4-pentylphenyl 3-chloro-4-(2-chloro-3-methylbutyryloxy)-benzoate (optically active).

Sources & evidence

ORD record
ord-75e9fbf5eb294e2db9a541e211c10eb3
Source dataset
uspto-grants-1989_10
Patent number
US04871472

Reaction notes

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