Hydrochloric Acid → (2-Chloro-4-methanesulfonyl-phenyl)-methanol

HRID 1445597

반응식

HRID 1445597 반응식
[Cl:1][C:2]1[CH:9]=[C:8]([S:10]([CH3:13])(=[O:12])=[O:11])[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[BH4-].[Na+].Cl>C(O)C>[Cl:1][C:2]1[CH:9]=[C:8]([S:10]([CH3:13])(=[O:11])=[O:12])[CH:7]=[CH:6][C:3]=1[CH2:4][OH:5]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 27610842-Chloro-4-(methylsulfonyl)benzaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 42609245(2-Chloro-4-methanesulfonyl-phenyl)-methanol

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a stirred dispersion of 2-chloro-4-methanesulfonyl-benzaldehyde (25 g, 0.11 mol) in absolute ethanol (120 ml) is added sodium borohydride (4.6 g, 0.12 mol) whilst cooling with an ice-bath to maintain room temperature. After stirring at room temperature for 3 hours, the reaction mixture is poured carefully onto ice-water (600 ml) and acidified to pH 1-2 with 1N HCl. The resulting suspension is extracted with ethyl acetate (400 ml) and the organic portions are combined, washed with brine, dried (MgSO4) and concentrated in vacuo. The resulting crude product is dried in a vacuum oven at 40° C. overnight to yield the titled product which is used crude in the next step.

후처리

  1. temperaturewhilst cooling with an ice-bath
  2. additionthe reaction mixture is poured carefully onto ice-water (600 ml)
  3. extractionThe resulting suspension is extracted with ethyl acetate (400 ml)
  4. washwashed with brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo
  7. dry with materialThe resulting crude product is dried in a vacuum oven at 40° C. overnight

출처 및 근거

ORD 기록
ord-1be371a3ba1643f88ed967bcafcc8c96
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07666878B2

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