Sulfamic Acid → 3-Cyclopentyloxy-4-benzyloxybenzoic acid

HRID 1489717노트

반응식

HRID 1489717 반응식
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][C:10]=1[O:17][CH:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(=O)(=O)([OH:25])N.Cl([O-])=O.[Na+]>C(O)(=O)C.O>[CH:18]1([O:17][C:10]2[CH:11]=[C:12]([CH:15]=[CH:16][C:9]=2[O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:13]([OH:25])=[O:14])[CH2:22][CH2:21][CH2:20][CH2:19]1

참가 물질

6

반응물 3

HCID 5987Sulfamic Acid2회HCID 211878994-Benzyloxy-3-cyclopentyloxybenzaldehydeHCID 23668197Sodium Chlorite2회

생성물 1

HCID 211879313-Cyclopentyloxy-4-benzyloxybenzoic acid

시약·촉매·용매 2

HCID 176Acetic Acid용매2회HCID 962Water용매

실험 절차

A rapidly stirred solution of 4-benzyloxy-3-cyclopentyloxybenzaldehyde (10.5 g; that is prepared as described in Reference Example 37) in glacial acetic acid (100 mL) is treated with sulfamic acid (4.85 g) and stirred at room temperature for 10 minutes. The solution is then cooled in an ice bath and treated with a solution of sodium chlorite (4.2 g) in water (100 mL) during 15 minutes at 13°-15° C. During the addition a white precipitate forms and, because stirring becomes difficult, a further quantity of glacial acetic acid (60 mL) is added. After warming to room temperature, the solution is stirred for a further 6 hours and further quantities of sodium chlorite (1.6 g) and sulfamic acid (1.7 g) are added. The mixture is poured onto water and the resulting solid is filtered off and dried, to give 3-cyclopentyloxy-4-benzyloxybenzoic acid (10g).

후처리

  1. customthat is prepared
  2. temperatureThe solution is then cooled in an ice bath
  3. additionDuring the addition a white precipitate forms
  4. stirringbecause stirring
  5. temperatureAfter warming to room temperature
  6. stirringthe solution is stirred for a further 6 hours
  7. additionThe mixture is poured onto water
  8. filtrationthe resulting solid is filtered off
  9. customdried

출처 및 근거

ORD 기록
ord-70d1dc2775d84781986a94f2c9b1f092
출처 데이터셋
uspto-grants-1997_10
특허 번호
US05679696

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