4-Octyloxybenzoyl chloride → HCID 14513179, compound

HRID 2050414Notes

Reaction equation

[CH2:1]([O:17][CH:18]([C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1)[CH3:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[CH2:27]([O:35][C:36]1[CH:44]=[CH:43][C:39]([C:40](Cl)=[O:41])=[CH:38][CH:37]=1)[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]>>[CH2:27]([O:35][C:36]1[CH:37]=[CH:38][C:39]([C:40]([O:26][C:23]2[CH:24]=[CH:25][C:20]([CH:18]([O:17][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH3:19])=[CH:21][CH:22]=2)=[O:41])=[CH:43][CH:44]=1)[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]

Participants

Reactant 2

HCID 27602504-Octyloxybenzoyl chloride

HCID 15044496HCID 15044496, compound

Product 1

HCID 14513179HCID 14513179, compound

Procedure

The procedure of Example 26 was followed except for use of (+)-4-(1-hexadecyloxyethyl)phenol in place of (+)-4-(1-methoxyethyl)phenol and 4-octyloxybenzoic acid chloride in place of 4'-octyloxy-4-biphenylcarboxylic acid chloride to obtain (+)-4-(1-hexadecyloxyethyl)phenyl 4-octyloxy-benzoate. [α]D20 =+35.9° (c=1, CHCl3).

Sources & evidence

ORD record: ord-7bbce5567ee5495cbbdf7b57e2a3db5c
Source dataset: uspto-grants-1991_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05013479

Reaction notes

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