Acetyl chloride → HCID 20203309, 화합물

HRID 978459노트

반응식

HRID 978459 반응식
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[S:7][CH:8]=[CH:9][CH:10]=1.C(N(CC)CC)C.[C:18](Cl)(=[O:20])[CH3:19]>C1COCC1>[C:18]([O:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[S:7][CH:8]=[CH:9][CH:10]=1)(=[O:20])[CH3:19]

참가 물질

5

반응물 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 126238624-(Thiophen-2-yl)butan-1-ol

생성물 1

HCID 20203309HCID 20203309, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The crude product from Step A was dissolved in 100 ml of THF and the mixture was cooled in an ice-water bath. Triethylamine (7.5 ml, 54 mmol) was added followed by dropwise addition of 3.8 ml of acetyl chloride (54 mmol). The mixture was allowed to stir overnight at ambient temperature. The solution was filtered and concentrated on a rotary evaporator. The residue was partitioned between ethyl acetate and dilute, cold 1N HCl. The organic phase was washed with saturated NaHCO3 solution, brine and then dried (Na2SO4). Evaporation of the solvent left 10.48 g of the desired acetate (98%) the solvent left 10.48 g of the desired acetate (98%) as a light yellow oil. 1H-NMR (CDCl3)δ7.2-6.6 (3H, m); 2.9 (2H, t); 2.45 (2H, t); 2.15 (3H, s); 2.0 (4H, m).

후처리

  1. temperaturethe mixture was cooled in an ice-water bath
  2. filtrationThe solution was filtered
  3. concentrationconcentrated on a rotary evaporator
  4. customThe residue was partitioned between ethyl acetate
  5. additiondilute
  6. washThe organic phase was washed with saturated NaHCO3 solution, brine
  7. dry with materialdried (Na2SO4)
  8. customEvaporation of the solvent
  9. waitleft 10.48 g of the desired acetate (98%) the solvent
  10. waitleft 10.48 g of the desired acetate (98%) as a light yellow oil

출처 및 근거

ORD 기록
ord-0b649c7173f3445eb5c1a3a7dd108e5f
출처 데이터셋
uspto-grants-1987_05
특허 번호
US04665090

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