Water → (1-Benzyl-1,2,3,6-tetrahydropyridin-4-yl)methanol

HRID 559128노트

반응식

HRID 559128 반응식
[C:1]1([CH2:7][N:8]2[CH:13]=[CH:12][C:11]([CH2:14][OH:15])=[CH:10][CH:9]2Cl)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+].O>CO>[C:1]1([CH2:7][N:8]2[CH2:9][CH:10]=[C:11]([CH2:14][OH:15])[CH2:12][CH2:13]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 22708810HCID 22708810, 화합물

생성물 1

HCID 11264156(1-Benzyl-1,2,3,6-tetrahydropyridin-4-yl)methanol수율 87.6%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
-20 °C

실험 절차

1-(Phenylmethyl)-4-(hydroxymethyl)-pyridinyl chloride (0.87 mol) was dissolved in methanol (2200 ml) and cooled to −20° C. Sodium borohydride (1.75 mol) was added portionwise under a nitrogen atmosphere. The reaction mixture was stirred for 30 minutes and water (200 ml) was added dropwise. The reaction mixture was partially evaporated, water was added and the reaction mixture was extracted with DCM. The organic layer was separated, dried, filtered and evaporated. The residue was purified over silica gel (eluent: DCM), yielding 155 g of 1,2,3,6-tetrahydro-1-(phenylmethyl)-4-pyridinemethanol.

후처리

  1. customThe reaction mixture was partially evaporated
  2. additionwater was added
  3. extractionthe reaction mixture was extracted with DCM
  4. customThe organic layer was separated
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was purified over silica gel (eluent: DCM)

출처 및 근거

ORD 기록
ord-f16af00c10c54f8d9ae0226199f22831
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063070B2

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