Bromocresol Green → HCID 54329208, compound

HRID 841154Notes

Reaction equation

HRID 841154 reaction equation
[O:1]=[C:2]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH2:3][CH2:4][C:5]([O:7][CH2:8][CH2:9][O:10][C:11](=[O:23])[CH2:12][CH2:13][C:14](=[O:22])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[O:6].CC1C(Br)=C(O)C(Br)=CC=1C1(C2C=C(Br)C(O)=C(Br)C=2C)OS(=O)(=O)C2C=CC=CC1=2.C([BH3-])#N.[Na+]>CO.Cl>[OH:1][CH:2]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH2:3][CH2:4][C:5]([O:7][CH2:8][CH2:9][O:10][C:11](=[O:23])[CH2:12][CH2:13][CH:14]([OH:22])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[O:6]

Participants

6

Reactant 3

HCID 6451Bromocresol GreenHCID 5003444Sodium cyanoborohydrideHCID 53796437HCID 53796437, compound

Product 1

HCID 54329208HCID 54329208, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

To a solution of 21.54 g 4-oxo-undecanoic acid 2-(4-oxo-undecanoyloxy)-ethyl ester and a of bromocresol green in 150 ml of methanol, 6.34 g sodium cyanoborohydride was added. The resulting reaction mixture was stirred for 2.5 hours at room temperature,while dropping in 2N HCl to adjust the pH<3.8. The solvent was then evaporated, the solid residue was dissolved in ether and washed with water. The organic phase was dried and evaporated to dryness to yield the compound.

Workup

  1. customThe resulting reaction mixture
  2. customThe solvent was then evaporated
  3. dissolutionthe solid residue was dissolved in ether
  4. washwashed with water
  5. customThe organic phase was dried
  6. customevaporated to dryness
  7. customto yield the compound

Sources & evidence

ORD record
ord-52f219e0cc8844bfb7262848b15632f3
Source dataset
uspto-grants-2002_04
Patent number
US06369248B1

Reaction notes

Loading…