Chlorotrimethylsilane → HCID 54088291, compound

HRID 1388281Notes

Reaction equation

HRID 1388281 reaction equation
C(N(CC)CC)C.[SH:8][C@H:9]([CH3:12])[CH2:10][OH:11].[CH3:13][Si:14]([CH3:17])([CH3:16])Cl>C1C=CC=CC=1>[CH3:13][Si:14]([CH3:17])([CH3:16])[O:11][CH2:10][C@H:9]([SH:8])[CH3:12]

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 1303956433179-05-4

Product 1

HCID 54088291HCID 54088291, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

1.53 ml of triethylamine are added, while stirring, at 0° and within a period of 15 minutes to a mixture of 920 mg of the (2R)-2-mercaptopropan-1-ol manufactured according to Example 2 under 2.3 and 1.36 ml of trimethylchlorosilane in 10 ml of dry benzene. The mixture is stirred for a further 15 minutes at room temperature and for 15 minutes at 60° and is then cooled and the precipitate formed is filtered off. The filter residue is washed with 10 ml of benzene and the combined filtrates are removed in a rotary evaporator at 11 mm and 25°. Bulb tube distillation of the residue at 11 mm and 100° yields a pure liquid product.

Workup

  1. temperatureis then cooled
  2. customthe precipitate formed
  3. filtrationis filtered off
  4. washThe filter residue is washed with 10 ml of benzene
  5. customthe combined filtrates are removed in a rotary evaporator at 11 mm and 25°
  6. distillationBulb tube distillation of the residue at 11 mm and 100°
  7. customyields a pure liquid product

Sources & evidence

ORD record
ord-84231717b70e4cfaa3eda7e184355a32
Source dataset
uspto-grants-1984_02
Patent number
US04431588

Reaction notes

Loading…