Ammonium Chloride → (7-Chloro-1,3-dioxaindan-5-yl)methanol

HRID 39141

반응식

HRID 39141 반응식
[Cl:1][C:2]1[C:7]2[O:8][CH2:9][O:10][C:6]=2[CH:5]=[C:4]([CH:11]=[O:12])[CH:3]=1.[BH4-].[Na+].[NH4+].[Cl-]>C1COCC1>[Cl:1][C:2]1[C:7]2[O:8][CH2:9][O:10][C:6]=2[CH:5]=[C:4]([CH2:11][OH:12])[CH:3]=1

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 6764927-Chloro-1,3-dioxaindane-5-carbaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 4962440(7-Chloro-1,3-dioxaindan-5-yl)methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 7-chlorobenzo[d][1,3]dioxole-5-carbaldehyde (6.0 g, 33 mmol) in THF (50 mL) was added NaBH4 (2.5 g, 64 mmol)) in portion at 0° C. The mixture was stirred at this temperature for 30 min and then poured into aqueous NH4Cl solution. The organic layer was separated, and the aqueous phase was extracted with EtOAc (50 mL×3). The combined extracts were dried over Na2SO4 and evaporated under reduced pressure to afford (7-chlorobenzo[d][1,3]dioxol-5-yl)methanol, which was directly used in the next step.

후처리

  1. customThe organic layer was separated
  2. extractionthe aqueous phase was extracted with EtOAc (50 mL×3)
  3. dry with materialThe combined extracts were dried over Na2SO4
  4. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-6ffbf17a03144399ab6b2331ff3a80f0
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524767B2

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