Dichloromethane → HCID 24885501, compound

HRID 2374723Notes

Reaction equation

HRID 2374723 reaction equation
C(Cl)Cl.[CH3:4][O:5][C:6]([CH2:8][C@@H:9]([CH2:14][CH:15]([CH3:17])[CH3:16])[CH2:10][C:11](O)=[O:12])=[O:7].ClC(OCC)=O.C([N:26](CC)CC)C>>[C:11]([CH2:10][C@@H:9]([CH2:14][CH:15]([CH3:17])[CH3:16])[CH2:8][C:6]([O:5][CH3:4])=[O:7])(=[O:12])[NH2:26]

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 71697547(3S)-3-(2-methoxy-2-oxoethyl)-5-methylhexanoic acid

Product 1

HCID 24885501HCID 24885501, compound

Conditions

Temperature
2.5 °C

Procedure

A round-bottomed flask is equipped with magnetic stirrer and charged with methylene dichloride (100 ml), (S)-3-((Methoxycarbonyl)methyl)-5-methylhexanoic acid (20 g) and with triethylamine (0.77 g) and cooled to 0-5° C. followed by addition of ethyl chloroformate (9 g). The mixture was stirred for 1-2 h at a temperature of 20° C. to 25° C., followed by quenching with 25% aqueous ammonia (100 ml). The resulted slurry is filtered and washed with water and dried to obtain a solid of (R)-methyl 3-(carbamoylmethyl)-5-methylhexanoate.

Workup

  1. customA round-bottomed flask is equipped with magnetic stirrer
  2. customby quenching with 25% aqueous ammonia (100 ml)
  3. filtrationThe resulted slurry is filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-f0ec840affec41828b10b83043b7a585
Source dataset
uspto-grants-2008_12
Patent number
US07462738B2

Reaction notes

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