4-(Octyloxy)benzoic acid → (R)-4-n-octoxybenzoic acid 4-(6'-chloro-4'-methyldecyloxy)phenyl ester

HRID 1607777Notes

Reaction equation

HRID 1607777 reaction equation
C(OC1C=CC(C(O)=O)=CC=1)CCCCC.ClCC[C@H](C)CCCOC1C=CC(O)=CC=1.[CH2:33]([O:41][C:42]1[CH:50]=[CH:49][C:45]([C:46]([OH:48])=[O:47])=[CH:44][CH:43]=1)[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40].[Cl:51][CH:52]([CH2:67][CH2:68][CH2:69][CH3:70])[CH2:53][C@H:54]([CH3:66])[CH2:55][CH2:56][CH2:57][O:58][C:59]1[CH:64]=[CH:63][C:62](O)=[CH:61][CH:60]=1>>[Cl:51][CH:52]([CH2:67][CH2:68][CH2:69][CH3:70])[CH2:53][C@H:54]([CH3:66])[CH2:55][CH2:56][CH2:57][O:58][C:59]1[CH:60]=[CH:61][C:62]([O:47][C:46](=[O:48])[C:45]2[CH:44]=[CH:43][C:42]([O:41][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40])=[CH:50][CH:49]=2)=[CH:63][CH:64]=1

Participants

5

Reactant 4

HCID 172314-(Octyloxy)benzoic acidHCID 708344-(Hexyloxy)benzoic acidHCID 14438366(R)-4-(6'-chloro-4'-methylhexyloxy)phenolHCID 131716110HCID 131716110, compound

Product 1

HCID 14438372(R)-4-n-octoxybenzoic acid 4-(6'-chloro-4'-methyldecyloxy)phenyl ester

Procedure

The procedure of Example 12 was followed except that the 4-n-hexyloxybenzoic acid and (R)-4-(6'-chloro-4'-methylhexyloxy)phenol were replaced by 4-n-octoxybenzoic acid and (R)-4-(6'-chloro-4'-methyldecyloxy)phenol ([α]D =+2.00°, C=1, CHCl3 solution, 26° C.) to thereby give the title compound.

Sources & evidence

ORD record
ord-c2911f20966a4149b9061193a60613d4
Source dataset
uspto-grants-1989_09
Patent number
US04866199

Reaction notes

Loading…