HCID 21839221, compound → HCID 21839205, compound

HRID 1681231Notes

Reaction equation

HRID 1681231 reaction equation
[CH2:1]([O:8][C:9](=[O:33])[CH2:10][CH2:11][C:12](C(O)=O)([C:27]([OH:29])=[O:28])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CN(C=O)C>[CH2:1]([O:8][C:9](=[O:33])[CH2:10][CH2:11][CH:12]([C:27]([OH:29])=[O:28])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 21839221HCID 21839221, compound

Product 1

HCID 21839205HCID 21839205, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of benzyl-4,4-dicarboxyoctadecanoate 36 (1.14 g, 2.5 mmol) in moist DMF (100 mL DMF; 1 mL H2O) was stirred for 2 days (100°-105° C.) then solvent was removed by rotary evaporation. Crystallization from hexane yielded product 8 as a white solid (950 mg, 91%), mp 62°-63° C. High resolution FAB MS: C26H43O4 (M+H); Theor. 419.3161353. Found 419.3144060. Anal. C26H42O4 :C,H.

Workup

  1. customsolvent was removed by rotary evaporation
  2. customCrystallization from hexane yielded product 8 as a white solid (950 mg, 91%), mp 62°-63° C

Sources & evidence

ORD record
ord-c84e8bb000f74d5f93ae21e9bc798735
Source dataset
uspto-grants-1992_12
Patent number
US05169862

Reaction notes

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