Hydrochloric Acid → 9-(hydroxymethyl)-9H-fluorene-2-carboxylic acid

HRID 2387650노트

반응식

HRID 2387650 반응식
[C:1]([C:4]1[CH:16]=[CH:15][C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH:7]([CH:17]=[O:18])[C:6]=2[CH:5]=1)([OH:3])=[O:2].[BH4-].[Na+].Cl>O>[C:1]([C:4]1[CH:16]=[CH:15][C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH:7]([CH2:17][OH:18])[C:6]=2[CH:5]=1)([OH:3])=[O:2]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydride2회HCID 592023689-formyl-9H-fluorene-2-carboxylic acid

생성물 1

HCID 592023639-(hydroxymethyl)-9H-fluorene-2-carboxylic acid

시약·촉매·용매 1

HCID 962Water용매

실험 절차

2-Carboxy-9-formylfluorene (2.77 g, 0.012 mole) and distilled water (110 mL) were added to a round bottom flask. Sodium borohydride (8.65 g, 0.228 mole) was added slowly to the reaction solution. After approximately twenty minutes additional sodium borohydride (8.65 g, 0.228 mol) was added. After approximately 16 hours at room temperature, 1 M hydrochloric acid was added until the pH of the solution was approximately 2. The product was filtered and rinsed with distilled water. The 2-carboxy-9-hydroxymethylfluorene was dried under reduced pressure with either phosphorus pentoxide or drierite present. NMR confirmed the structure by the disappearance of the aldehyde proton and the appearance of a multiplet (three protons) centered at δ4.05 ppm, which is consistent with the proton at C-9 and the methylene of the hydroxymethyl group.

후처리

  1. additionwere added to a round bottom flask
  2. filtrationThe product was filtered
  3. washrinsed with distilled water
  4. dry with materialThe 2-carboxy-9-hydroxymethylfluorene was dried under reduced pressure with either phosphorus pentoxide or drierite present

출처 및 근거

ORD 기록
ord-d2deced91c3348438e9cf723ccab9717
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08268948B2

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