1-Chloro-4-iodobutane → 6-Chloro-2-(4-isopropoxyphenyl)hexanoic acid

HRID 1803202

반응식

HRID 1803202 반응식
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([OH:14])=[O:13])=[CH:7][CH:6]=1)([CH3:3])[CH3:2].C[Si]([N-][Si](C)(C)C)(C)C.[Na+].[Cl:25][CH2:26][CH2:27][CH2:28][CH2:29]I>>[Cl:25][CH2:26][CH2:27][CH2:28][CH2:29][CH:11]([C:8]1[CH:9]=[CH:10][C:5]([O:4][CH:1]([CH3:3])[CH3:2])=[CH:6][CH:7]=1)[C:12]([OH:14])=[O:13]

참가 물질

4

반응물 3

HCID 825271-Chloro-4-iodobutaneHCID 799528Benzeneacetic acid, 4-(1-methylethoxy)-HCID 2724254Sodium bis(trimethylsilyl)amide

생성물 1

HCID 581100936-Chloro-2-(4-isopropoxyphenyl)hexanoic acid수율 37.6%

실험 절차

Step AV (1): 2-(4-Isopropoxyphenyl)acetic acid (7.7 g, 39.6 mmol, reference G. Solladie et al. Tetrahedron (2003), 59, 3315) was deprotonated with NaHMDS (2.0 M in THF, 39.5 mL, 79 mmol) and reacted with 1-chloro-4-iodobutane (10.8 g, 49.6 mmol) using a procedure analogous to Step AC (1) to afford 6-chloro-2-(4-isopropoxyphenyl)hexanoic acid (4.24 g, 37% yield) as a clear viscous oil. LC-MS (M−H)− 193.0.

출처 및 근거

ORD 기록
ord-c1e30653e83043e8b52e904d30e0a7fa
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08349880B2

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