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

HRID 83705

反応式

HRID 83705 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4aec2178fdcc41df98af1e562d44797c
出典データセット
uspto-grants-2014_09
特許番号
US08846753B2

関連ノート

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