Chloroform → HCID 14200217, compound

HRID 2083651Notes

Reaction equation

HRID 2083651 reaction equation
[CH3:1][C@H:2]([CH2:6][CH2:7][CH2:8][C@H:9]([CH3:16])[CH2:10][CH2:11][CH2:12][CH:13]([CH3:15])[CH3:14])[C:3]([OH:5])=[O:4].[N+](=[CH2:19])=[N-].C(Cl)(Cl)Cl>CCOCC>[CH3:19][O:4][C:3](=[O:5])[C@H:2]([CH3:1])[CH2:6][CH2:7][CH2:8][C@H:9]([CH3:16])[CH2:10][CH2:11][CH2:12][CH:13]([CH3:15])[CH3:14]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 9550DiazomethaneHCID 12670843HCID 12670843, compound

Product 1

HCID 14200217HCID 14200217, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2(R),6(R),10-trimethylundecanoic acid (270 mg., [α]D25 -8.64°) was dissolved in ether and treated with an excess of etheral solution of diazomethane at 23° C. for 2.0 hour. The crude product was subjected to evaporative distillation at 98°-101°/0.15 mm Hg to give 247 mg. of 2(R), 6(R),10-trimethylundecanoic acid methyl ester as a colorless oil, [α]D25 -11.30° (c1.1065, CHCl3).

Workup

  1. distillationdistillation at 98°-101°/0.15 mm Hg
  2. customto give 247 mg

Sources & evidence

ORD record
ord-4a0e96ade02049e8b7f50083a7200b7b
Source dataset
uspto-grants-1978_04
Patent number
US04086249

Reaction notes

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